Diastereoselective Synthesis of Vinylcyclopropanes from Dienes and Sulfur Ylides

Abstract

The reaction of aryl- and vinyl-stabilized sulfonium ylides with electron-poor dienes has been investigated. Clean cyclopropanation to 2-aryl- and 2-vinyl-substituted vinylcyclopropanes, with high regio- and stereocontrol, was observed. This new diastereoselective strategy was applied to formal synthesis of lamoxirene and dictyopterene B.

Key words

vinylcyclopropane - diene - stereoselective synthesis - sulfur - ylides

References and Notes

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