CHIRAL AUXILIARY-MEDIATED ASYMMETRIC INDUCTION IN A THERMAL INVERSE ELECTRON DEMAND HETERO-DIELS-ALDER REACTION - ENANTIOSELECTIVE SYNTHESIS OF THE TAXOL A-RING SIDE-CHAIN

被引:46
作者
SWINDELL, CS
TAO, M
机构
[1] Department of Chemistry, Bryn Mawr College, Pennsylvania 19010-2899, 101 North Merion Avenue, Bryn Mawr
关键词
D O I
10.1021/jo00074a009
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Chiral auxiliary-modified ketene acetal 5g and N-benzoylbenzaldimine (4) engage in an endo and pi-facially selective thermal inverse electron demand hetero-Diels-Alder reaction that is the key step in a synthesis of enantiomerically pure taxol A-ring side-chain methyl ester 9.
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页码:5889 / 5891
页数:3
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