On the stereochemistry of allylmetal‐aldehyde condensations. Preliminary communication

Scott E. Denmark; Eric J. Weber

doi:10.1002/hlca.19830660604

On the stereochemistry of allylmetal‐aldehyde condensations. Preliminary communication

Scott E. Denmark, Eric J. Weber

Chemistry

Research output: Contribution to journal › Article › peer-review

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.

Original language	English (US)
Pages (from-to)	1655-1660
Number of pages	6
Journal	Helvetica Chimica Acta
Volume	66
Issue number	6
DOIs	https://doi.org/10.1002/hlca.19830660604
State	Published - Sep 21 1983

ASJC Scopus subject areas

Catalysis
Biochemistry
Drug Discovery
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

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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.",

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On the stereochemistry of allylmetal‐aldehyde condensations. Preliminary communication

Abstract

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