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双烯丙基酰胺的去对称化:一种催化对映选择性非对映选择性氯环化策略。

Desymmetrization of Bisallylic Amides: A Catalytic Enantioselective Diastereoselective Chlorocyclization Strategy.

作者信息

Yi Yi, Chakraborty Ankush, Ding Xinliang, Jaganathan Arvind, Heberer Neil, Borhan Babak

机构信息

Department of Chemistry, Michigan State University, East Lansing, Michigan 48824, United States.

出版信息

Org Lett. 2025 Jul 11;27(27):7297-7301. doi: 10.1021/acs.orglett.5c01865. Epub 2025 Jul 1.

Abstract

(DHQD)PHAL-catalyzed diastereoselective and enantioselective chlorocyclization reactions of bisallylic amides were achieved with -chlorophthalimide (NCP) as the chlorinating reagent. A series of chlorinated oxazines bearing three contiguous chiral centers were obtained in high yields (up to 99%), high diastereoselectivity and excellent enantioselectivity (up to 99% ).

摘要

以邻氯苯二甲酰亚胺(NCP)作为氯化试剂,实现了(DHQD)PHAL催化的双烯丙基酰胺的非对映选择性和对映选择性氯环化反应。一系列带有三个相邻手性中心的氯化恶嗪以高产率(高达99%)、高非对映选择性和优异的对映选择性(高达99%)得到。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/14e1/12261326/c47c8dba8763/ol5c01865_0001.jpg

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