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✦ LIBER ✦
Enolization of Chiral α-Silyloxy Ketones with Dicyclohexylchloroborane. Application to Stereoselective Aldol Reactions
✍ Scribed by Galobardes, Marta; Gascón, Miguel; Mena, Marisa; Romea, Pedro; Urpí, Fèlix; Vilarrasa, Jaume
- Book ID
- 126009300
- Publisher
- American Chemical Society
- Year
- 2000
- Tongue
- English
- Weight
- 54 KB
- Volume
- 2
- Category
- Article
- ISSN
- 1523-7060
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By an appropriate choice of cation, three of the four possible aldols from the reactions of the chiral a-silyloxy ketone 1 with aldehydes may be obtained. The Z lithium enolate provides 6, the Z boron enolate gives 7, and the E magnesium enolate affords 8.
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## Abstracf The cbml ester 7 was evoked under TiC/JEf,N cond@ons and reacted wth aldehydes to give moderas to good sfereoselectrvrbes The c/m/ auxhary group can be removed by ample sapon~ffcafm and recovered
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