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Lewis acid catalyzed diastereoselective [3+4]-annulation of donor–acceptor cyclopropanes with anthranils: synthesis of tetrahydro-1-benzazepine derivatives
Chemical Communications ( IF 4.9 ) Pub Date : 2017-07-14 00:00:00 , DOI: 10.1039/c7cc04239f
Zhe-Hao Wang 1, 2, 3, 4, 5 , Huan-Huan Zhang 1, 2, 3, 4, 5 , Dao-Ming Wang 1, 2, 3, 4, 5 , Peng-Fei Xu 1, 2, 3, 4, 5 , Yong-Chun Luo 1, 2, 3, 4, 5
Affiliation  

A Lewis acid catalyzed [3+4]-annulation reaction between cyclopropane 1,1-diesters and anthranils has been developed. This annulation consists of a reaction sequence involving ring-opening/aromatization/nucleophilic addition. Thereinto, aromatization is the driving force for this annulation. Using this reaction, a series of 8-oxa-1-azabicyclo[3.2.1]octanes can be prepared conveniently with excellent diastereoselectivity.

中文翻译:

路易斯酸催化与蒽类供体-受体环丙烷的非对映选择性[3 + 4]环化:四氢-1-苯并ze庚因衍生物的合成

已经开发了路易斯酸催化的环丙烷1,1-二酯与蒽之间的[3 + 4]-环化反应。该环化反应由涉及开环/芳香化/亲核加成的反应序列组成。其中,芳构化是该环化的驱动力。使用该反应,可以方便地以优异的非对映选择性制备一系列8-氧杂-1-氮杂双环[3.2.1]辛烷。
更新日期:2017-07-28
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