首页   按字顺浏览 期刊浏览 卷期浏览 Enantioselective synthesis of (−)‐conduramine C1and aminobromocyclitol derivatives
Enantioselective synthesis of (−)‐conduramine C1and aminobromocyclitol derivatives

 

作者: Susy Allemann,   Pierre Vogel,  

 

期刊: Helvetica Chimica Acta  (WILEY Available online 1994)
卷期: Volume 77, issue 1  

页码: 1-9

 

ISSN:0018-019X

 

年代: 1994

 

DOI:10.1002/hlca.19940770103

 

出版商: WILEY‐VCH Verlag GmbH

 

数据来源: WILEY

 

摘要:

Abstract(1S,2R,6R,7R)‐4‐Phenyl‐3,10‐dioxa‐5‐azatricyclo[5.2.1.02,6]dec‐4‐en‐9‐one ((+)‐5) obtained in 6 steps from theDiels‐Alderadduct of furan to 1‐cyanovinyl (1S)‐camphanate ((+)‐3) was reduced to the correspondingendo‐alcohol (−)‐6the treatment of which with HBr/AcOH provided (−)‐(3aS,4S,6R,7S,7aR)‐4β‐bromo‐3aβ,4,5,6,7,7aβ‐hexahydro‐2‐phenyl‐1,3‐benzoxazole‐6β,7α‐diyl diacetate ((−)‐17). Elimination of HBr with 1,8‐diazabicyclo[5.4.0]undec‐7‐ene (DBU) and acidic hydrolysis furnished (−)

 

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