Table of Contents for
SSH, The Secure Shell: The Definitive Guide, 2nd Edition

Version ebook / Retour

Cover image for bash Cookbook, 2nd Edition SSH, The Secure Shell: The Definitive Guide, 2nd Edition by Robert G. Byrnes Published by O'Reilly Media, Inc., 2005
  1. Cover
  2. SSH, the Secure Shell, 2nd Edition
  3. Preface
  4. Protect Your Network with SSH
  5. Intended Audience
  6. Reading This Book
  7. Our Approach
  8. Which Chapters Are for You?
  9. Supported Platforms
  10. Disclaimers
  11. Conventions Used in This Book
  12. Comments and Questions
  13. Safari Enabled
  14. Acknowledgments
  15. 1. Introduction to SSH
  16. What Is SSH?
  17. What SSH Is Not
  18. The SSH Protocol
  19. Overview of SSH Features
  20. History of SSH
  21. Related Technologies
  22. Summary
  23. 2. Basic Client Use
  24. A Running Example
  25. Remote Terminal Sessions with ssh
  26. Adding Complexity to the Example
  27. Authentication by Cryptographic Key
  28. The SSH Agent
  29. Connecting Without a Password or Passphrase
  30. Miscellaneous Clients
  31. Summary
  32. 3. Inside SSH
  33. Overview of Features
  34. A Cryptography Primer
  35. The Architecture of an SSH System
  36. Inside SSH-2
  37. Inside SSH-1
  38. Implementation Issues
  39. SSH and File Transfers (scp and sftp)
  40. Algorithms Used by SSH
  41. Threats SSH Can Counter
  42. Threats SSH Doesn’t Prevent
  43. Threats Caused by SSH
  44. Summary
  45. 4. Installation and Compile-Time Configuration
  46. Overview
  47. Installing OpenSSH
  48. Installing Tectia
  49. Software Inventory
  50. Replacing r-Commands with SSH
  51. Summary
  52. 5. Serverwide Configuration
  53. Running the Server
  54. Server Configuration: An Overview
  55. Getting Ready: Initial Setup
  56. Authentication: Verifying Identities
  57. Access Control: Letting People In
  58. User Logins and Accounts
  59. Forwarding
  60. Subsystems
  61. Logging and Debugging
  62. Compatibility Between SSH-1 and SSH-2 Servers
  63. Summary
  64. 6. Key Management and Agents
  65. What Is an Identity?
  66. Creating an Identity
  67. SSH Agents
  68. Multiple Identities
  69. PGP Authentication in Tectia
  70. Tectia External Keys
  71. Summary
  72. 7. Advanced Client Use
  73. How to Configure Clients
  74. Precedence
  75. Introduction to Verbose Mode
  76. Client Configuration in Depth
  77. Secure Copy with scp
  78. Secure, Interactive Copy with sftp
  79. Summary
  80. 8. Per-Account Server Configuration
  81. Limits of This Technique
  82. Public-Key-Based Configuration
  83. Hostbased Access Control
  84. The User rc File
  85. Summary
  86. 9. Port Forwarding and X Forwarding
  87. What Is Forwarding?
  88. Port Forwarding
  89. Dynamic Port Forwarding
  90. X Forwarding
  91. Forwarding Security: TCP-Wrappers and libwrap
  92. Summary
  93. 10. A Recommended Setup
  94. The Basics
  95. Compile-Time Configuration
  96. Serverwide Configuration
  97. Per-Account Configuration
  98. Key Management
  99. Client Configuration
  100. Remote Home Directories (NFS, AFS)
  101. Summary
  102. 11. Case Studies
  103. Unattended SSH: Batch or cron Jobs
  104. FTP and SSH
  105. Pine, IMAP, and SSH
  106. Connecting Through a Gateway Host
  107. Scalable Authentication for SSH
  108. Tectia Extensions to Server Configuration Files
  109. Tectia Plugins
  110. 12. Troubleshooting and FAQ
  111. Debug Messages: Your First Line of Defense
  112. Problems and Solutions
  113. Other SSH Resources
  114. 13. Overview of Other Implementations
  115. Common Features
  116. Covered Products
  117. Other SSH Products
  118. 14. OpenSSH for Windows
  119. Installation
  120. Using the SSH Clients
  121. Setting Up the SSH Server
  122. Public-Key Authentication
  123. Troubleshooting
  124. Summary
  125. 15. OpenSSH for Macintosh
  126. Using the SSH Clients
  127. Using the OpenSSH Server
  128. 16. Tectia for Windows
  129. Obtaining and Installing
  130. Basic Client Use
  131. Key Management
  132. Accession Lite
  133. Advanced Client Use
  134. Port Forwarding
  135. Connector
  136. File Transfers
  137. Command-Line Programs
  138. Troubleshooting
  139. Server
  140. 17. SecureCRT and SecureFX for Windows
  141. Obtaining and Installing
  142. Basic Client Use
  143. Key Management
  144. Advanced Client Use
  145. Forwarding
  146. Command-Line Client Programs
  147. File Transfer
  148. Troubleshooting
  149. VShell
  150. Summary
  151. 18. PuTTY for Windows
  152. Obtaining and Installing
  153. Basic Client Use
  154. File Transfer
  155. Key Management
  156. Advanced Client Use
  157. Forwarding
  158. Summary
  159. A. OpenSSH 4.0 New Features
  160. Server Features: sshd
  161. Client Features: ssh, scp, and sftp
  162. ssh-keygen
  163. B. Tectia Manpage for sshregex
  164. Regex Syntax: Egrep Patterns
  165. Regex Syntax: ZSH_FILEGLOB (or Traditional) Patterns
  166. Character Sets for Egrep and ZSH_FILEGLOB
  167. Regex Syntax: SSH Patterns
  168. Authors
  169. See Also
  170. C. Tectia Module Names for Debugging
  171. D. SSH-1 Features of OpenSSH and Tectia
  172. OpenSSH Features
  173. Tectia Features
  174. E. SSH Quick Reference
  175. Legend
  176. sshd Options
  177. sshd Keywords
  178. ssh Options
  179. scp Options
  180. ssh and scp Keywords
  181. ssh-keygen Options
  182. ssh-agent Options
  183. ssh-add Options
  184. Identity and Authorization Files, OpenSSH
  185. Identity and Authorization Files, Tectia
  186. Environment Variables
  187. Index
  188. Index
  189. Index
  190. Index
  191. Index
  192. Index
  193. Index
  194. Index
  195. Index
  196. Index
  197. Index
  198. Index
  199. Index
  200. Index
  201. Index
  202. Index
  203. Index
  204. Index
  205. Index
  206. Index
  207. Index
  208. Index
  209. Index
  210. Index
  211. Index
  212. Index
  213. About the Authors
  214. Colophon
  215. Copyright

Overview of Features

The major features and guarantees of the SSH protocol are:

  • Privacy of your data, via strong encryption

  • Integrity of communications, guaranteeing they haven’t been altered

  • Authentication, i.e., proof of identity of senders and receivers

  • Authorization, i.e., access control to accounts

  • Forwarding or tunneling to encrypt other TCP/IP-based sessions

3.1.1 Privacy (Encryption)

Privacy means protecting data from disclosure. Typical computer networks don’t guarantee privacy ; anyone with access to the network hardware, or to hosts connected to the network, may be able to read (or sniff) all data passing over the network. Although modern switched networks have reduced this problem in local area networks, it is still a serious issue; passwords are easily stolen by such sniffing attacks.

SSH provides privacy by encrypting data that passes over the network. This end-to-end encryption is based on random keys that are securely negotiated for that session and then destroyed when the session is over. SSH supports a variety of encryption algorithms for session data, including such standard ciphers as AES, ARCFOUR, Blowfish, Twofish, IDEA, DES, and triple-DES (3DES).

3.1.2 Integrity

Integrity means assuring that data transmitted from one end of a network connection arrives unaltered on the other end. The underlying transport of SSH, TCP/IP, does have integrity checking to detect alteration due to network problems (electrical noise, lost packets due to excessive traffic, etc.). Nevertheless, these methods are ineffective against deliberate tampering and can be fooled by a clever attacker. Even though SSH encrypts the data stream so that an attacker can’t easily change selected parts to achieve a specific result, TCP/IP’s integrity checking alone can’t prevent, say, an attacker’s deliberate injection of garbage into your session.

A more complex example is a replay attack. Imagine that Attila the Attacker is monitoring your SSH session and also simultaneously watching over your shoulder (either physically, or by monitoring your keystrokes at your terminal). In the course of your work, Attila sees you type the command rm -rf * within a small directory. He can’t read the encrypted SSH session data, of course, but he could correlate a burst of activity on that connection with your typing the command, and capture the packets containing the encrypted version of your command. Later, when you’re working in your home directory, Attila inserts the captured bits into your SSH session, and your terminal mysteriously erases all your files!

Attila’s replay attack succeeds because the packets he inserted are valid; he could not have produced them himself (due to the encryption), but he can copy and replay them later. TCP/IP’s integrity check is performed only on a per-packet basis, so it can’t detect Attila’s attack. Clearly, the integrity check must apply to the data stream as a whole, ensuring that the bits arrive as they were sent: in order and with no duplication.

The SSH protocol uses cryptographic integrity checking, which verifies both that transmitted data hasn’t been altered and that it truly comes from the other end of the connection. It uses keyed hash algorithms based on MD5 and SHA-1 for this purpose: well-known, widely trusted algorithms.

3.1.3 Authentication

Authentication means verifying someone’s identity. Suppose I claim to be Richard Silverman, and you want to authenticate that claim. If not much is at stake, you might just take my word for it. If you’re a little concerned, you might ask for my driver’s license or other photo ID. If you’re a bank officer deciding whether to open a safe-deposit box for me, you might also require that I possess a physical key, and so on. It all depends on how sure you want to be. The arsenal of high-tech authentication techniques is growing constantly and includes DNA-testing microchips, retina and hand scanners, and voice-print analyzers.

Every SSH connection involves two authentications: the client verifies the identity of the SSH server (server authentication ), and the server verifies the identity of the user requesting access (user authentication ). Server authentication ensures that the SSH server is genuine, not an impostor, guarding against an attacker’s redirecting your network connection to a different machine. Server authentication also protects against man-in-the-middle attacks, wherein the attacker sits invisibly between you and the server, pretending to be the client on one side and the server on the other, fooling both sides and reading all your traffic in the process!

User authentication is traditionally done with passwords, which unfortunately are a weak authentication scheme. To prove your identity you have to reveal the password, exposing it to possible theft. Additionally, in order to remember a password, people are likely to keep it short and meaningful, which makes the password easier for third parties to guess. For longer passwords, some people choose words or sentences in their native languages, and these passwords are likely to be crackable. From the standpoint of information theory, grammatical sentences contain little real information (technically known as entropy): generally less than two bits per character in English text, far less than the 8 -16 bits per character found in computer encodings.

SSH supports authentication by password, encrypting the password as it travels over the network. This is a vast improvement over other common remote-access protocols (Telnet, FTP) which generally send your password in the clear (i.e., unencrypted) over the network, where anyone with sufficient network access can steal it! Nevertheless, it’s still only simple password authentication, so SSH provides other stronger and more manageable mechanisms: per-user public-key signatures, and an improved rlogin-style authentication with host identity verified by public key. In addition, various SSH implementations support some other systems, including Kerberos, RSA Security’s SecurID tokens, S/Key one-time passwords, and the Pluggable Authentication Modules (PAM) system. An SSH client and server negotiate to determine which authentication mechanism to use, based on their configurations, and a server can even require multiple forms of authentication.

3.1.4 Authorization

Authorization means deciding what someone may or may not do. It occurs after authentication, since you can’t grant someone privileges until you know who she is. SSH servers have various ways of restricting clients’ actions. Access to interactive login sessions, TCP port and X Window forwarding , key agent forwarding, etc., can all be controlled, though not all these features are available in all SSH implementations, and they aren’t always as general or flexible as you might want. Authorization may be controlled at a serverwide level (e.g., the /etc/ssh/sshd_config file for OpenSSH), or per account, depending on the authentication method used (e.g., each user’s files ~/.ssh/authorized_keys, ~/.ssh2/authorization , ~/.shosts, ~/.k5login, etc.).

3.1.5 Forwarding (Tunneling)

Forwarding or tunneling means encapsulating another TCP-based service, such as Telnet or IMAP, within an SSH session. This brings the security benefits of SSH (privacy, integrity, authentication, authorization) to other TCP-based services. For example, an ordinary Telnet connection transmits your username, password, and the rest of your login session in the clear. By forwarding telnet through SSH, all of this data is automatically encrypted and integrity-checked, and you may authenticate using SSH credentials.

SSH supports three types of forwarding:

TCP port forwarding

Secures any TCP-based service [9.2]

X forwarding

Secures the X11 protocol (i.e., X Windows) [9.4]

Agent forwarding

Permits SSH clients to use SSH private keys held on remote machines [6.3.5]

From these basic facilities, some SSH products build more complex services, such as SOCKS proxies and special-purpose forwarders that can handle difficult protocols like FTP.