madmax24, в групповых политиках я настраивал. У меня почти похоже на твои.
DMGarikk, при вводе команды (wuauclt.exe /detectnow) в файле WindowsUpdate.log пишет:
Код:

2009-01-27 23:03:44:453 1800 dc4 AU Triggering AU detection through DetectNow API
2009-01-27 23:03:44:453 1800 dc4 AU Triggering Online detection (non-interactive)
2009-01-27 23:03:44:500 1800 418 AU #############
2009-01-27 23:03:44:500 1800 418 AU ## START ## AU: Search for updates
2009-01-27 23:03:44:500 1800 418 AU #########
2009-01-27 23:03:44:500 1800 418 AU <<## SUBMITTED ## AU: Search for updates [CallId = {57128B6C-0A27-4BD9-B52D-1ADF21A3637C}]
2009-01-27 23:03:44:500 1800 3e4 Agent *************
2009-01-27 23:03:44:500 1800 3e4 Agent ** START ** Agent: Finding updates [CallerId = AutomaticUpdates]
2009-01-27 23:03:44:500 1800 3e4 Agent *********
2009-01-27 23:03:44:500 1800 3e4 Agent * Online = Yes; Ignore download priority = No
2009-01-27 23:03:44:500 1800 3e4 Agent * Criteria = "IsHidden=0 and IsInstalled=0 and DeploymentAction='Installation' and IsAssigned=1 or IsHidden=0 and IsPresent=1 and DeploymentAction='Uninstallation' and IsAssigned=1 or IsHidden=0 and IsInstalled=1 and DeploymentAction='Installation' and IsAssigned=1 and RebootRequired=1 or IsHidden=0 and IsInstalled=0 and DeploymentAction='Uninstallation' and IsAssigned=1 and RebootRequired=1"
2009-01-27 23:03:44:500 1800 3e4 Agent * ServiceID = {3DA21691-E39D-4DA6-8A4B-B43877BCB1B7}
2009-01-27 23:03:44:500 1800 3e4 Agent * Search Scope = {Machine}
2009-01-27 23:03:44:500 1800 3e4 Misc WARNING: WinHttp: WinHttpCrackUrl failed. error 0x80072ee6
2009-01-27 23:03:44:500 1800 3e4 Misc WARNING: WinHttp: Initialize failed with 0x80072ee6
2009-01-27 23:03:44:515 1800 3e4 Misc WARNING: WinHttp: WinHttpCrackUrl failed. error 0x80072ee6
2009-01-27 23:03:44:515 1800 3e4 Misc WARNING: WinHttp: Initialize failed with 0x80072ee6
2009-01-27 23:03:44:515 1800 3e4 Misc WARNING: WinHttp: WinHttpCrackUrl failed. error 0x80072ee6
2009-01-27 23:03:44:515 1800 3e4 Misc WARNING: WinHttp: Initialize failed with 0x80072ee6
2009-01-27 23:03:44:515 1800 3e4 Misc WARNING: WinHttp: WinHttpCrackUrl failed. error 0x80072ee6
2009-01-27 23:03:44:515 1800 3e4 Misc WARNING: WinHttp: Initialize failed with 0x80072ee6
2009-01-27 23:03:44:515 1800 3e4 Misc WARNING: DownloadFileInternal failed for Автоматическое обновление/selfupdate/wuident.cab: error 0x80072ee6
2009-01-27 23:03:44:515 1800 3e4 Setup FATAL: IsUpdateRequired failed with error 0x80072ee6
2009-01-27 23:03:44:515 1800 3e4 Setup WARNING: SelfUpdate: Default Service: IsUpdateRequired failed: 0x80072ee6
2009-01-27 23:03:44:515 1800 3e4 Setup WARNING: SelfUpdate: Default Service: IsUpdateRequired failed, error = 0x80072EE6
2009-01-27 23:03:44:515 1800 3e4 Agent * WARNING: Skipping scan, self-update check returned 0x80072EE6
2009-01-27 23:03:45:437 1800 3e4 Agent * WARNING: Exit code = 0x80072EE6
2009-01-27 23:03:45:437 1800 3e4 Agent *********
2009-01-27 23:03:45:437 1800 3e4 Agent ** END ** Agent: Finding updates [CallerId = AutomaticUpdates]
2009-01-27 23:03:45:437 1800 3e4 Agent *************
2009-01-27 23:03:45:437 1800 3e4 Agent WARNING: WU client failed Searching for update with error 0x80072ee6
2009-01-27 23:03:45:453 1800 860 AU >>## RESUMED ## AU: Search for updates [CallId = {57128B6C-0A27-4BD9-B52D-1ADF21A3637C}]
2009-01-27 23:03:45:453 1800 860 AU # WARNING: Search callback failed, result = 0x80072EE6
2009-01-27 23:03:45:453 1800 860 AU # WARNING: Failed to find updates with error code 80072EE6
2009-01-27 23:03:45:453 1800 860 AU #########
2009-01-27 23:03:45:453 1800 860 AU ## END ## AU: Search for updates [CallId = {57128B6C-0A27-4BD9-B52D-1ADF21A3637C}]
2009-01-27 23:03:45:453 1800 860 AU #############
2009-01-27 23:03:45:453 1800 860 AU AU setting next detection timeout to 2009-01-27 20:55:32
2009-01-27 23:03:49:515 1800 3e4 Report REPORT EVENT: {F456820E-43E7-41EE-8209-FEE36B5E5FB3} 2009-01-27 23:03:44:515+0300 1 148 101 {D67661EB-2423-451D-BF5D-13199E37DF28} 0 80072ee6 SelfUpdate Failure Software Synchronization Windows Update Client failed to detect with error 0x80072ee6.
Если я правильно понял, то winupdate не может приконнектиться к порту 8530. ( Хотя этот порт предлагался как альтернативный самим всусом)
DMGarikk, писал я с работы, поэтому на память не помнил что писалось в логах.