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相转移催化下邻醌甲基化物与溴代丙二酸酯的对映选择性[4 + 1]环加成反应

Enantioselective [4 + 1] cycloaddition of ortho-quinone methides and bromomalonates under phase-transfer catalysis.

作者信息

Lian Xiao-Lei, Adili Alafate, Liu Bin, Tao Zhong-Lin, Han Zhi-Yong

机构信息

Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei 230026, China.

出版信息

Org Biomol Chem. 2017 May 3;15(17):3670-3673. doi: 10.1039/c7ob00484b.

Abstract

An enantioselective [4 + 1] cycloaddition reaction of ortho-quinone methides and bromomalonates using a quinine and BINOL derived phase-transfer catalyst is described. With high yields and enantioselectivities, the method provided a variety of optically active dihydrobenzofurans, which represent a valuable structural motif present in numerous naturally occurring and biologically active molecules.

摘要

描述了一种使用奎宁和联萘酚衍生的相转移催化剂,对邻醌甲基化物和溴丙二酸酯进行对映选择性[4 + 1]环加成反应的方法。该方法以高收率和对映选择性提供了多种光学活性二氢苯并呋喃,这些二氢苯并呋喃是许多天然存在的生物活性分子中存在的有价值的结构基序。

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