Formal Asymmetric (4+1) Annulation Reaction between Sulfur Ylides and 1,3-Dienes.
Journal: Chemistry (Weinheim An Der Bergstrasse, Germany)
Published:
Abstract
A highly enantioselective synthesis of functionalized cyclopentanoids by a formal asymmetric (4+1) annulation strategy was developed. The methodology consists of a stereoselective cyclopropanation reaction between chiral sulfur ylides and 1,3-dienes followed by a, in situ, stereospecific MgI2 -catalyzed rearrangement of vinylcyclopropanes. This method is distinguished by a remarkable compatibility with functional groups and a high stereocontrol.
Authors
Olivier Rousseau, Thierry Delaunay, Geoffroy Dequirez, Tran Trieu Van, Koen Robeyns, Raphaël Robiette