Asymmetric Cascade Assembly of 1,2-Diaza-1,3-dienes and α,β-Unsaturated Aldehydes via Dienamine Activation

被引：35

作者：

Ran, Guang-Yao ^{[1
]}

Gong, Ming ^{[2
]}

Yue, Jing-Fei ^{[1
]}

Yang, Xing-Xing ^{[1
]}

Zhou, Su-Lan ^{[1
]}

Du, Wei ^{[1
]}

Chen, Ying-Chun ^{[1
]}

机构：

[1] Sichuan Univ, West China Sch Pharm, Dept Med Chem, Chengdu 610041, Peoples R China

[2] Ruian City Peoples Hosp, Ruian 325200, Zhejiang, Peoples R China

来源：

ORGANIC LETTERS | 2017年 / 19卷 / 07期

关键词：

ONE-POT SYNTHESIS; COPPER(I)-CATALYZED INTRAMOLECULAR AMINATION; DIPEPTIDYL-PEPTIDASE-IV; II RECEPTOR ANTAGONISTS; DIELS-ALDER REACTIONS; QUATERNARY STEREOCENTERS; PYRROLIZIDINE ALKALOIDS; NITROGEN-HETEROCYCLES; AZOMETHINE YLIDES; MICHAEL ADDITION;

D O I：

10.1021/acs.orglett.7b00636

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A cascade vinylogous 1,6-Michael addition/1,4-proton shift/aza-Michael addition/hemiaminal formation sequence of 1,2-diaza-1,3-dienes and beta-substituted 2-butenals has been developed under the influence of dienamine activation of a chiral secondary amine. This method exhibits high regio- and chemoselectivity and provides an efficient and straightforward approach to bicyclic l,8-diazabicyclo[3.3.0]octane skeletons with a tetrasubstituted stereogenic center with fair to excellent enantioselectivity.

引用

页码：1874 / 1877

页数：4

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