通过顺序环丙烯碳镁化/1,3-碳迁移反应立体选择性合成亚烷基环丙烷。
Stereospecific synthesis of alkylidenecyclopropanes via sequential cyclopropene carbomagnesation/1,3-carbon shift.
机构信息
Brown Laboratories, Department of Chemistry and Biochemistry, University of Delaware, Newark 19716, USA.
出版信息
J Org Chem. 2010 Jun 4;75(11):3847-50. doi: 10.1021/jo1002938.
Abstract
Alkylidenecyclopropanes can be synthesized from enantiomerically enriched cyclopropene derivatives with >99% stereotransfer and good to excellent yield. The protocol comprises the stereoselective reaction of Grignard reagents with 1-alkoxymethyl-3-hydroxymethylcyclopropenes and a stereospecific [1,3] carbon shift reaction.
摘要
亚烷基环丙烷可以通过对映体富集的环丙烯衍生物合成，立体转移率>99%，产率好到优秀。该方案包括立体选择性的格氏试剂与 1-烷氧基甲基-3-羟甲基环丙烷的反应和立体特异性的[1,3]碳迁移反应。
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