One-Pot Double [3+2] Cycloadditions for Diastereoselective Synthesis of Pyrrolidine-Based Polycyclic Systems

被引：24

作者：

Zhang, Xiaofeng ^{[1
]}

Qiu, Weiqi ^{[1
]}

Ma, Xiaoming ^{[1
,2
]}

Evans, Jason ^{[1
]}

Kaur, Manpreet ^{[3
]}

Jasinski, Jerry P. ^{[3
]}

Zhang, Wei ^{[1
]}

机构：

[1] Univ Massachusetts, Dept Chem, 100 Morrissey Blvd, Boston, MA 02125 USA

[2] Changzhou Univ, Sch Pharmaceut Engn & Life Sci, Changzhou 213164, Jiangsu, Peoples R China

[3] Keene State Coll, Dept Chem, 229 Main St, Keene, NH 03435 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 83卷 / 21期

关键词：

DOUBLE 1,3-DIPOLAR CYCLOADDITION; CONCISE TOTAL SYNTHESES; C-H FUNCTIONALIZATION; AZOMETHINE YLIDES; STEREOSELECTIVE-SYNTHESIS; ANNULATION; ACIDS;

D O I：

10.1021/acs.joc.8b02046

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Sequential inter- and intramolecular [3 + 2] cycloadditions of azomethine ylides are developed for the one-pot and diastereoselective synthesis of highly condensed heterocyclic systems containing pyrrolidine and up to seven stereocenters. It has high synthetic efficiency and operational simplicity, and only water was generated as a byproduct.

引用

页码：13536 / 13542

页数：7

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