147. P. Müller, D. Fernandez, P. Nury, J.-C. Rossier,
     “Transition-Metal-Catalyzed Carbenoid Reactions of Sulfonium Ylides”
     Helv. Chim. Acta 1999, 82, 935-945.

Olefins undergo cyclopropanation with diphenylsulfonium (ethoxycarbonyl)methylide (=diphenylsulfonium 2-ethoxy-2-oxoethylide; 3a) in the presence of chiral Cu^I or Rh^II catalysts. trans/cis Ratios and ee's of the cyclopropanes 6 obtained with this ylide in the presence of a chiral Cu^I catalyst 7 are identical with those obtained with ethyl diazoacetate (4). In the case of catalysis with Rh^II, the trans/cis ratios of the cyclopropanes as well as the enantioselectivity change slightly upon going from the ylide 3a to diazoacetate 4.

DOI : 10.1002/(SICI)1522-2675(19990609)82:6<935::AID-HLCA935>3.0.CO;2-X 

archive ouverte unige:118720