New stereocontrolled synthesis of substituted tetrahydrofurans from 1, 3-dioxolan-4-ones

NA Petasis, SP Lu

Index: Petasis, Nicos A.; Lu, Shao-Po Journal of the American Chemical Society, 1995 , vol. 117, # 23 p. 6394 - 6395

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Citation Number: 66

Abstract

The synthesis of heterocyclic molecules is of increasing interest due to the many important biological properties of such compounds. Herein we introduce a new, concise, convergent, and highly stereocontrolled approach to certain types of heterocycles which involves only three steps from readily available precursors:(a) condensation of an aldehyde or ketone with a heteroatom-substituted carboxylic acid;(b) titaniummediated carbonyl olefination; and (c) ...