Transition-Metal-Catalyzed Carbenoid Reactions of Sulfonium Ylides

Article Article scientifique Article Transition-Metal-Catalyzed Carbenoid Reactions of Sulfonium Ylides eng 1999 author Muller Paul 24995 author Fernandez Daniel 28628 author Nury Patrice 87275 author Rossier Jean-Claude 25984 935-945 10.1002/(SICI)1522-2675(19990609)82:6<935::AID-HLCA935>3.0.CO;2-X 0018-019X http://doi.wiley.com/10.1002/%28SICI%291522-2675%2819990609%2982%3A6%3C935%3A%3AAID-HLCA935%3E3.0.CO%3B2-X Olefins undergo cyclopropanation with diphenylsulfonium (ethoxycarbonyl)methylide (=diphenylsulfonium 2‐ethoxy‐2‐oxoethylide; 3a) in the presence of chiral CuI or RhII catalysts. trans/cis Ratios and ee's of the cyclopropanes 6 obtained with this ylide in the presence of a chiral CuI catalyst 7 are identical with those obtained with ethyl diazoacetate (4). In the case of catalysis with RhII, the trans/cis ratios of the cyclopropanes as well as the enantioselectivity change slightly upon going from the ylide 3a to diazoacetate 4. Dewey 540 36 Département de chimie organique 141 false Helvetica Chimica Acta 82 6 ac345ed6-b2c2-40dd-844c-3338d7819ae2 Article (Published version) Restricted M-ller_et_al-1999-Helvetica_Chimica_Acta.pdf 130630 application/pdf restrictedAccess Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

Title	Published in	Access level	OA Policy	Year	Views	Downloads

Transition-Metal-Catalyzed Carbenoid Reactions of Sulfonium Ylides	Helvetica Chimica Acta			1999	412	0

Archive ouverte UNIGE

Fernandez, Daniel