Synthesis of enantiopure 3-alkyl-perhydroazepines by diastereoselective 7-endo-radical cyclisation on a chiral 1,3-perhydrobenzoxazine derivative

被引：9

作者：

Andrés, C ^{[1
]}

Duque-Soladana, JP ^{[1
]}

Iglesias, JM ^{[1
]}

Pedrosa, R ^{[1
]}

机构：

[1] Univ Valladolid, Fac Ciencias, Dept Quim Organ, E-47011 Valladolid, Spain

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 12期

关键词：

asymmetric synthesis; radical cyclisations; perhydroazepines; stereoselective synthesis;

D O I：

10.1016/S0040-4039(99)00119-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Competitive alkyl radical 6-exo/7-endo cyclisation on alpha,beta-unsaturated amides derived from chiral perhydrobenzoxazines are controlled by the alkene substitution pattern. Stereocontrol leading to 7-endo regioisomers is considerably higher and allows to prepare enantiopure hexahydroazepine derivatives. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：2421 / 2424

页数：4

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