文献类型：期刊文献

英文题名：Synthesis of the indene, THF, and pyrrolidine skeletons by lewis acid mediated cycloaddition of methylenecyclopropanes with aldehydes, N-tosyl aldimines, and acetals

作者：Shao, Li-Xiong[1]; Xu, Bo[1]; Huang, Jin-Wen[1]; Shi, Min[2]

机构：[1] State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, China; [2] East China University of Science and Technology, 130 Mei Long Lu, Shanghai 200237, China

年份：2006

卷号：12

期号：2

起止页码：510

外文期刊名：Chemistry - A European Journal

收录：EI(收录号：2006019628303)

语种：英文

外文关键词：Aldehydes - Amines - Deuterium - Molecular structure - Reaction kinetics

摘要：Methylenecyclopropanes (MCPs 1) react with aldehydes, N-tosyl aldimines, and acetals to give the corresponding indene. THE and pyrrolidine cyclo-addition products in the presence of BF2·'OEt2 under mild reaction conditions. Some special transformations of MCPs 1 with aldehydes have been reported in this paper. A plausible reaction mechanism has been discussed, which is based on a deuterium-labeling experiment and the Prins-type reaction mechanism. ? 2006 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.