Enantioselective Rhodium-Catalyzed Synthesis of α-Chloromethylene-γ-Butyrolactams from N-Allylic Alkynamides

被引：23

作者：

Jackowski, Olivier ^{[2
]}

Wang, Jianping ^{[1
]}

Xie, Xiaomin ^{[1
]}

Ayad, Tahar ^{[2
]}

Zhang, Zhaoguo ^{[1
,3
]}

Ratovelomanana-Vidal, Virginie ^{[2
]}

机构：

[1] Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai 200240, Peoples R China

[2] Chim ParisTech, LCF, CNRS UMR 7223, F-75005 Paris, France

[3] Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China

来源：

ORGANIC LETTERS | 2012年 / 14卷 / 15期

基金：

中国国家自然科学基金;

关键词：

ASYMMETRIC HYDROGENATION; STEREOSELECTIVE-SYNTHESIS; ENYNE CYCLOISOMERIZATION; ELECTROPHILIC ACTIVATION; MECHANISTIC INSIGHTS; PLATINUM CATALYSIS; GOLD COMPLEXES; ENE REACTION; DERIVATIVES; DIPHOSPHANE;

D O I：

10.1021/ol3017935

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first enantioselective cycloisomerization with intramolecular halogen migration of various 1,6-enynes promoted by a cationic Rh-Synphos catalyst is reported. This method provides an efficient route to enantiomerically enriched gamma-butyrolactam derivatives, which are important core scaffolds found in numerous natural products and biologically active molecules. Good yields and enantiomeric excesses up to 96% are achieved.

引用

页码：4006 / 4009

页数：4

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