BIOMIMETIC ASYMMETRIC-SYNTHESIS - ENANTIOSELECTIVE WEITZ-SCHEFFER EPOXIDATION OF VITAMIN-K3 AND ANALOGS IN THE PRESENCE OF CYCLODEXTRINS

被引:39
作者
COLONNA, S [1 ]
MANFREDI, A [1 ]
ANNUNZIATA, R [1 ]
GAGGERO, N [1 ]
CASELLA, L [1 ]
机构
[1] UNIV MILAN,CTR CNR,DIPARTIMENTO CHIM INORGAN & METALLORGAN,I-20133 MILAN,ITALY
关键词
D O I
10.1021/jo00310a018
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The asymmetric epoxidation of vitamin K3and analogues in aqueous alkaline buffer solution or in DMF/solid Na2CO3, in the presence of α- and β-cyclodextrin has been investigated. The enantiomeric excesses in the products were up to 48%. The various factors that control the enantioselectivity of the process have been examined. Different mechanisms are involved in aqueous medium and dipolar aprotic solvent. © 1990, American Chemical Society. All rights reserved.
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页码:5862 / 5866
页数:5
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