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Synlett 2000; 2000(10): 1371-1384
DOI: 10.1055/s-2000-7620
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α-Silyl Ketone Controlled Asymmetric Syntheses

Dieter Enders* , Johannes Adam, Daniela Klein, Thomas Otten
  • *Institut für Organische Chemie, Rheinisch-Westfälische Technische Hochschule, Professor-Pirlet-Straße 1, 52074 Aachen, Germany; Fax + 49 (0) 2 41/88 88-1 27; E-mail: Enders@RWTH-Aachen.de
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Publication Date:
31 December 2000 (online)

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Enantiomerically pure α-silyl substituted ketones can be easily prepared via the SAMP/RAMP hydrazone method starting from simple and cheap ketones and silylating reagents. These compounds are very useful precursors for the regio- and stereoselective formation of carbon-carbon and carbon-heteroatom bonds with very high asymmetric inductions in many cases. A great variety of important organic reactions using α-silyl ketones as well as α-silyl aldehydes and their application for the synthesis of bioactive compounds are presented.

asymmetric synthesis - hydrazones - organosilicon compounds - Michael additions - aldol reactions

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