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膦催化的丙二酸盐与磺酰胺衍生的环亚胺的[4 + 2]环化反应:涉及α-取代丙二酸盐γ'-碳的反应模式。

Phosphine-Catalyzed [4 + 2] Annulation of Allenoate with Sulfamate-Derived Cyclic Imines: A Reaction Mode Involving γ'-Carbon of α-Substituted Allenoate.

机构信息

Department of Applied Chemistry, China Agricultural University , Beijing 100193, P. R. China.

State Key Laboratory of Chemical Resource Engineering, Beijing University of Chemical Technology , Beijing 100029, P. R. China.

出版信息

Org Lett. 2017 Dec 1;19(23):6340-6343. doi: 10.1021/acs.orglett.7b03175. Epub 2017 Nov 21.

DOI:10.1021/acs.orglett.7b03175
PMID:29160712
Abstract

A phosphine-catalyzed [4 + 2] cycloaddition of cyclic α-substituted allenoates with sulfamate-derived cyclic imines has been reported. Using dibenzylphenylphosphine as the nucleophilic catalyst, the reaction worked efficiently to yield various fused multicyclic heterocyclic compounds in high yields with excellent diastereoselectivities. It undergoes a new reaction mode involving γ'-carbon of α-substituted allenoate.

摘要

一种膦催化的环状α-取代丙二烯酸酯与磺酰胺衍生的环状亚胺的[4+2]环加成反应已被报道。使用二苄基苯基膦作为亲核催化剂,该反应高效进行,以高产率和优异的非对映选择性得到各种稠合多环杂环化合物。它经历了一种新的反应模式,涉及α-取代丙二烯酸酯的γ'-碳原子。

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