Helvetica chimica acta

On the stereochemistry of allylmetal??aldehyde condensations. Preliminary communication

SE Denmark, EJ Weber

Index: Denmark, Scott E.; Weber, Eric J. Helvetica Chimica Acta, 1983 , vol. 66, # 6 p. 1655 - 1660

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Citation Number: 138

Abstract

Abstract The stereochemical course of the intramolecular allylsilane-aldehyde condensation of 1a has been investigated. A modest preference for the product arising from a synclinal orientation of double bonds was observed with Lewis-acid catalysts. Cyclization induced by fluoride ion resulted in stereochemical reversal.