A novel 1, 3-dithiane-based cyclopenta-annellation procedure: synthesis of the rocaglamide skeleton

AE Davey, RJK Taylor

Index: Davey, Andrew E.; Taylor, Richard J. K. Journal of the Chemical Society, Chemical Communications, 1987 ,  # 1  p. 25 - 27

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Citation Number: 15

Abstract

Cyclisations involving 1,3-dithiane-derived anions are nor- mally based on intramolecular alkylation reactions. 1 The only literature examples of ring closure via dithianyl anion to carbonyl addition involve the use of 2-trimethylsilyl-dithianes and fluoride-induced cyclisation.2 The problem with the direct cyclisation of 2-(o-oxoalkyl)-dithianes is that the strong bases required for dithiane deprotonation would normally be expected to undergo preferential reaction with the ...