Issue 22, 1990

The stereochemistry of the vinylogous peterson elimination

Abstract

The base-catalysed eliminations of the vinylogous β-hydroxysilanes 7, 9, 11 and 12 are stereospecifically syn, giving largely the trans,trans-diene 8 from 7 and 11, the cis,trans-diene 10 from 9, and the trans,cis-diene 13 from 12; when a cis double bond is produced, it is selectively placed adjacent to the carbon atom that originally carried the hydroxy group.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1990, 1575-1577

The stereochemistry of the vinylogous peterson elimination

I. Fleming, I. T. Morgan and A. K. Sarkar, J. Chem. Soc., Chem. Commun., 1990, 1575 DOI: 10.1039/C39900001575

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