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Chem Commun (Camb). 2014 Apr 4;50(26):3501-4. doi: 10.1039/c4cc00138a. Epub 2014 Feb 20.

Highly diastereoselective hydrosilylations of allylic alcohols.

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1
School of Chemistry and Chemical Engineering, Queen's University Belfast, Belfast, BT9 5AG, Northern Ireland. m.cook@qub.ac.uk.

Abstract

The highly syn-selective hydrosilylation of allylic alcohols was developed which, following oxidation, provided 1,3 alcohols containing two contiguous stereocentres. Through judicious choice of silane the complementary anti-selective hydrosilylation was also developed. This protocol was applied to the synthesis of an all syn polyketide stereotriad.

PMID:
24557001
DOI:
10.1039/c4cc00138a
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