SYNTHESIS OF ENANTIOPURE N-TERT-BUTOXYCARBONYL-2-AMINOCYCLOALKANONES

被引：12

作者：

AUBE, J ^{[1
]}

WOLFE, MS ^{[1
]}

YANTISS, RK ^{[1
]}

COOK, SM ^{[1
]}

TAKUSAGAWA, F ^{[1
]}

机构：

[1] UNIV KANSAS,DEPT CHEM,LAWRENCE,KS 66045

来源：

SYNTHETIC COMMUNICATIONS | 1992年 / 22卷 / 20期

关键词：

D O I：

10.1080/00397919208021127

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A route to enantiomerically pure N-tert-butoxycarbonyl-2-aminocycloalkanones (ring size: 5-8 membered) from the corresponding cycloalkene oxides is described. The procedure involves (1) aminolysis with (S)-alpha-methylbenzylamine/Me3Al and chromatographic separation of diastereomers, (2) hydrogenolysis to afford the trans-2-aminocycloalkanols, (3) tert-butoxycarbonyl (Boc) protection, and (4) PCC oxidation.

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收藏

页码：3003 / 3012

页数：10

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