Investigations on Transition-State Geometry in the Lewis Acid- (Mukaiyama) and Fluoride-Promoted Aldol Reactions

Scott E. Denmark; Wheeseong Lee

doi:10.1021/jo00083a005

Investigations on Transition-State Geometry in the Lewis Acid- (Mukaiyama) and Fluoride-Promoted Aldol Reactions

Scott E. Denmark, Wheeseong Lee

Chemistry

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

Abstract

The stereochemical course of the Lewis acidand fluoride ion-promoted aldol reaction has been studied with model 1. Cyclizations of 1 show a modest preference for reaction via an antiperiplanar (open transition state) orientation of reactants in the presence of a wide range of Lewis acids and fluoride sources.

Original language	English (US)
Pages (from-to)	707-709
Number of pages	3
Journal	Journal of Organic Chemistry
Volume	59
Issue number	4
DOIs	https://doi.org/10.1021/jo00083a005
State	Published - Feb 1 1994

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Organic Chemistry

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10.1021/jo00083a005

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title = "Investigations on Transition-State Geometry in the Lewis Acid- (Mukaiyama) and Fluoride-Promoted Aldol Reactions",

abstract = "The stereochemical course of the Lewis acidand fluoride ion-promoted aldol reaction has been studied with model 1. Cyclizations of 1 show a modest preference for reaction via an antiperiplanar (open transition state) orientation of reactants in the presence of a wide range of Lewis acids and fluoride sources.",

author = "Denmark, {Scott E.} and Wheeseong Lee",

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Investigations on Transition-State Geometry in the Lewis Acid- (Mukaiyama) and Fluoride-Promoted Aldol Reactions

Abstract

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