The stereochemistry of high pressure aldehyde addition to allylstannanes

N S Isaacs; R L Marshall; David James Young

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

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The stereochemistry of high pressure aldehyde addition to allylstannanes

Journal article

Peer reviewed

The stereochemistry of high pressure aldehyde addition to allylstannanes

N S Isaacs, R L Marshall and David James Young

Tetrahedron Letters, Vol.33(21), pp.3023-3024

1992

DOI: https://doi.org/10.1016/S0040-4039(00)79589-X

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Abstract

Organic Chemistry

Medicinal and Biomolecular Chemistry

alkanol

alkene derivative

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. © 1992.

Details

Title: The stereochemistry of high pressure aldehyde addition to allylstannanes
Authors: N S Isaacs (Author) - University of Reading, United Kingdom
R L Marshall (Author) - Griffith University
David James Young (Author) - Griffith University
Publication details: Tetrahedron Letters, Vol.33(21), pp.3023-3024
Publisher: Pergamon
Date published: 1992
DOI: 10.1016/S0040-4039(00)79589-X
ISSN: 0040-4039
Organisation Unit: University of the Sunshine Coast, Queensland
Language: English
Record Identifier: 99449209602621
Output Type: Journal article

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