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供体-受体环丙烷与二氮丙啶的(3+3)环化反应

(3+3)-Annulation of Donor-Acceptor Cyclopropanes with Diaziridines.

作者信息

Chagarovskiy Alexey O, Vasin Vladimir S, Kuznetsov Vladimir V, Ivanova Olga A, Rybakov Victor B, Shumsky Alexey N, Makhova Nina N, Trushkov Igor V

机构信息

Dmitry Rogachev National Research Center of, Pediatric Hematology, Oncology and Immunology, Samory Mashela, 1, Moscow, 117997, Russian Federation.

N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky pr. 47, Moscow, 119991, Russian Federation.

出版信息

Angew Chem Int Ed Engl. 2018 Aug 6;57(32):10338-10342. doi: 10.1002/anie.201805258. Epub 2018 Jul 17.

Abstract

The first example of (3+3)-annulation of two different three-membered rings is reported herein. Donor-acceptor cyclopropanes in reaction with diaziridines were found to afford perhydropyridazine derivatives in high yields and diastereoselectivity under mild Lewis acid catalysis. The disclosed reaction is applicable for the broad substrate scope and exhibits an excellent functional group tolerance.

摘要

本文报道了两个不同三元环的(3+3)环化反应的首例。研究发现,供体-受体环丙烷与重氮环丙烷在温和的路易斯酸催化下反应,可高产率、高非对映选择性地生成全氢哒嗪衍生物。所公开的反应适用于广泛的底物范围,并且对官能团具有出色的耐受性。

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