Remote Asymmetric Induction in Reactions between Allylstannanes and Aldehydes: Influence of a Homoallyl Ether Substituent in the Stannane
- 1 January 1992
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 1992 (07) , 585-586
- https://doi.org/10.1055/s-1992-21424
Abstract
Transmetallation of (4R)-4-methyl-5-phenylmethoxypent-2-enyl(tributyl)stannane (7) using tin(IV) chloride gives an intermediate which reacts with aldehydes with excellent 1,5-asymmetric induction. For example, benzaldehyde yielded (1S,3Z,5R)-5-methyl-1-phenyl-6-phenylmethoxy-3-hexenol (8) in 86% yield.Keywords
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