The stereochemistry of high pressure aldehyde addition to allylstannanes

Neil S. Isaacs; Raymond L. Marshall; David J. Young

doi:10.1016/S0040-4039(00)79589-X

The stereochemistry of high pressure aldehyde addition to allylstannanes

Neil S. Isaacs, Raymond L. Marshall, David J. Young

Research output: Contribution to journal › Article

Abstract

The high pressure (9 kbar, 30°C) mediated addition of benzaldehyde to allylstannane (1) occurs stereospecifically with syn approach of the electrophile. At 60°C, the reaction is less selective, probably due to some isomerization of cis (1) to trans (1). At both temperatures good erythro diastereoselectivity is observed.

Original language	English
Pages (from-to)	3023-3024
Number of pages	2
Journal	Tetrahedron Letters
Volume	33
Issue number	21
DOIs	https://doi.org/10.1016/S0040-4039(00)79589-X
Publication status	Published - 19 May 1992
Externally published	Yes

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Isaacs, N. S., Marshall, R. L., & Young, D. J. (1992). The stereochemistry of high pressure aldehyde addition to allylstannanes. Tetrahedron Letters, 33(21), 3023-3024. https://doi.org/10.1016/S0040-4039(00)79589-X

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