(4S,5S)-4-BENZYLAMINO-5-[((TERT-BUTYL)DIPHENYLSILYL)OXYMETHYL]-DIHYDRO-2(3H)-FURANONE - A NEW INTERMEDIATE FOR THE ENANTIOSPECIFIC SYNTHESIS OF BETA-AMINOESTERS AND BETA-LACTAMS

被引：28

作者：

COLLIS, MP

HOCKLESS, DCR

PERLMUTTER, P

机构：

[1] MONASH UNIV,DEPT CHEM,CLAYTON,VIC 3168,AUSTRALIA

[2] AUSTRALIAN NATL UNIV,RES SCH CHEM,INST ADV STUDIES,CANBERRA,ACT 0200,AUSTRALIA

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 39期

基金：

澳大利亚研究理事会;

关键词：

D O I：

10.1016/0040-4039(95)01417-G

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Conjugate addition of benzylamine to (S)-5-hydroxymethyl-2(5H)-furanone generated the new aminolactone (2b) as a single diastereomer. The C4/C5 trans relationship was confirmed by X-ray crystal structure determination of the corresponding t-butyldiphenyisilyl ether. Elaboration of aminolactone (2b) to beta-aminoesters and beta-lactams is also described.

引用

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页码：7133 / 7136

页数：4

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