Straightforward Synthesis of Diverse 1-Deoxyazapyranosides via Stereocontrolled Nucleophilic Additions to Six-Membered Cyclic Nitrones

被引：37

作者：

Chan, Ting-Hao ^{[1
]}

Chang, Yi-Fan ^{[1
]}

Hsu, Jung-Jung ^{[1
]}

Cheng, Wei-Chieh ^{[1
]}

机构：

[1] Acad Sinica, Genom Res Ctr, Taipei 115, Taiwan

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 2010卷 / 29期

关键词：

Diastereoselectivity; Natural products; Nucleophilic addition; Alkaloids; Grignard reaction; ROUTE;

D O I：

10.1002/ejoc.201001045

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A systematic study of diastereoselective nucleophilic addition of Grignard reagents to six-membered chiral tri-O-benzyl cyclic nitrones is described. With all eight chiral cyclic nitrones and asymmetric reaction conditions in hand, a practical methodology is established for the preparation of diverse 1-deoxyazapyranosides bearing various stereogenic centers.

引用

收藏

页码：5555 / 5559

页数：5

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