Joe Davies Principal Writer Windows Server Documentation
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1 Joe Davies Principal Writer Windows Server Documentation Presented at Seattle Windows Networking User Group monthly meeting September 1, 2010
2 Agenda Brief VPN technology overview VPN features in Windows Server 2003/Windows XP VPN features in Windows Server 2008/Windows Vista VPN features in Windows Server 2008 R2/Windows 7
3 VPN technology overview Remote access VPN
4 VPN technology overview Site-to-site VPN VPN connection
5 VPN technologies in Windows Server 2003/Windows XP VPN protocols Point-to-Point Tunneling Protocol (PPTP) Password-based authentication possible 128-bit Microsoft Point-to-Point Encryption (MPPE) IP GRE PPP IP Upper layer PDU Encrypted by MPPE
6 VPN technologies in Windows Server 2003/Windows XP (cont.) VPN protocols Layer 2 Tunneling Protocol with IPsec (L2TP/IPsec) Certificate-based authentication Transport mode 3DES encryption IP ESP UDP L2TP PPP IP Payload ESP trailer Auth Data Encrypted by IPsec Authenticated by IPsec
7 VPN technologies in Windows Server 2003/Windows XP (cont.) Authentication protocols MS-CHAP, MS-CHAP v2 Extensible Authentication Protocol (EAP)-based authentication methods EAP-Transport Layer Security (TLS) Authentication, Authorization, and Accounting (AAA) support Windows or RADIUS
8 VPN technologies in Windows Server 2003/Windows XP (cont.) Centralized configuration of VPN connectoids in the Network Connections folder Connection Manager Connection Manager Administration Kit (CMAK) Client Dialer Connection Point Services Access control Network Access Quarantine Control Listener component on the VPN server Notifier component on the VPN client Script run as post-connect action to perform system health checks
9 VPN technologies in Windows Server 2008/Windows Vista New VPN protocol Secure Socket Tunneling Protocol (SSTP) Changes to authentication protocols MS-CHAP removed Protected EAP (PEAP)-based authentication methods added PEAP-MS-CHAP v2 and PEAP-TLS Changes to access control Network Access Protection (NAP) VPN enforcement method
10 Protected EAP (PEAP) Problem: EAP authentication exchange is sent as plaintext Occurs before encryption starts Password-based EAP exchanges subject to capture and offline dictionary attacks PEAP is an EAP type that creates a secure TLS channel between the VPN client and the VPN or RADIUS server TLS channel encrypts subsequent VPN client authentication Allows password-based EAP methods One-way certificate authentication VPN client verifies the certificate of the VPN or RADIUS server Buy a third-party certificate
11 PEAP-MS-CHAP v2 MS-CHAP v2 EAP type is used after the PEAP TLS channel is created Two phase authentication process: 1. PEAP authentication creates encrypted TLS channel 2. MS-CHAP v2 authentication exchanges challenges and responses to authenticate VPN client and the VPN or RADIUS server (mutual authentication)
12 VPN technologies in Windows Server 2008/Windows Vista (cont.) New IPv6 support Built in to remote access client and server services Types of traffic Over the IPv4 Internet IPv4-encapsulated IPv6 traffic over a VPN tunnel Native IPv6 traffic over a VPN tunnel Over the IPv6 Internet IPv4-encapsulated IPv6 traffic over a VPN tunnel Native IPv6 traffic over a VPN tunnel
13 VPN technologies in Windows Server 2008/Windows Vista (cont.) Changes to cryptographic support L2TP/IPsec Advanced Encryption Standard (AES) with 128 and 256-bit keys. Weaker cryptographic algorithms 40 and 56-bit MPPE for PPTP and DES with MD5 for L2TP/IPsec are disabled by default (registry setting) Additional certificate checking for L2TP/IPsec connections Changes to Connection Manager Multiple-locale support DNS dynamic update
14 SSTP PPTP and L2TP/IPsec might not work behind Firewall/NAT Proxy server Windows Vista Service Pack 1 and later SSTP uses an HTTPS session with RC4 or AES IPv4 or IPv6 TCP SSTP PPP IPv4 or IPv6 packet Encrypted by SSL session
15 VPN technologies in Windows Server 2008 R2/Windows 7 VPN Reconnect Provides seamless and consistent VPN connectivity when Internet connectivity is temporarily lost Automatically re-establishes the VPN connection Transparent to the user and application 2 sets of addresses Inside the tunnel addresses Applications bind to and use Tunnel endpoint addresses Can be temporarily lost or can change and not bring down the entire VPN connection
16 How VPN Reconnect Works Combination of IPsec tunnel mode Internet Key Exchange version 2 (IKEv2) IKEv2 mobility and multihoming extension (MOBIKE) Can recover from Frequent disconnections (lossy WWAN connection) Loss of an interface Change in IPv4 or IPv6 address Switch from IPv4 to IPv6 addresses Switch from Internet to intranet
17 Setting up VPN Reconnect On the VPN client, select IKEv2 as the type of VPN on the Security tab Select EAP-based authentication or the use of a machine (computer) certificate VPN server requires a certificate with the Server Auth EKU
18 Questions or comments
19 Resources Windows Server Networking on TechNet Windows Server Networking on MSDN Windows Networking Writing Team blog Windows Server Documentation Twitter feed
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