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Enantio- and diastereoselective synthesis of syn-beta-hydroxyallylsilanes via a chiral (Z)-gamma-silylallylboronate.

Organic letters (2007-09-18)
Ricardo Lira, William R Roush
ABSTRACT

syn-beta-Hydroxyallylsilanes of general structure 11 and 28 are prepared in 50-86% yield and 91-95% ee (for aliphatic aldehydes; 50% ee for benzaldehyde) via the BF(3).Et(2)O-promoted gamma-silylallylboration reactions, using reagents 14 and 15.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
(1S,2S,3R,5S)-(+)-Pinanediol, 99%

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