A regiocontrolled synthesis of allylstannanes
- 1 January 1987
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 2259-2264
- https://doi.org/10.1039/p19870002259
Abstract
β-Stannyl ester enolates react with aldehydes with fairly high stereoselectivity, the isomeric enolates (4) and (2) respectively giving as major products the allyl hydroxy-stannylbutanoates (6) and (7) with opposite aldol relative stereochemistry. These aldols can be converted stereospecifically (steric and reactivity effects allowing) into the allylstannanes (13) and (14). The cis allylstannane (14aa) is stable to isomerisation in non-polar solvents.Keywords
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