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Silylcupration of allenes followed by reaction with enones. A new strategy for the synthesis of methylenecyclopentanols

✍ Scribed by Asunción Barbero; Carlos García; Francisco J. Pulido

Publisher: Elsevier Science
Year: 1999
Tongue: French
Weight: 228 KB
Volume: 40
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(99)01264-2

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✦ Synopsis

Silylcupration of allene using phenyldimethylsilyl-copper followed by conjugated addition to 0t,[3-unsaturated ketones affords oxoallylsilanes with different substitution patterns. When the former oxoailyisilanes are treated with a Lewis acid they undergo highly stereoselective allylsilane terminated cyclization leading to mono-, bi-, and tricyclic methylenecyclopentanols.

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