手性烯丙醇与给体/受体卡宾之间铑催化串联叶立德形成/[2,3]-σ重排反应实现高对映选择性的 C-C 键形成。
Highly stereoselective C-C bond formation by rhodium-catalyzed tandem ylide formation/[2,3]-sigmatropic rearrangement between donor/acceptor carbenoids and chiral allylic alcohols.
机构信息
Department of Chemistry, Emory University, 1515 Dickey Drive, Atlanta, Georgia 30322, USA.
出版信息
J Am Chem Soc. 2012 Jul 4;134(26):10942-6. doi: 10.1021/ja303023n. Epub 2012 Jun 25.
Abstract
The tandem ylide formation/[2,3]-sigmatropic rearrangement between donor/acceptor rhodium carbenoids and chiral allyl alcohols is a convergent C-C bond forming process, which generates two vicinal stereogenic centers. Any of the four possible stereoisomers can be selectively synthesized by appropriate combination of the chiral catalyst Rh(2)(DOSP)(4) and the chiral alcohol.
摘要
供体/受体铑卡宾与手性烯丙醇之间的串联叶立德形成/[2,3]-σ重排是一种会聚的 C-C 键形成过程，生成两个相邻的立体中心。通过合适的手性催化剂 Rh(2)(DOSP)(4)和手性醇的组合，可以选择性地合成四种可能的立体异构体中的任何一种。
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