USE OF AN EPHEDRINE ALKOXIDE TO MEDIATE ENANTIOSELECTIVE ADDITION OF AN ACETYLIDE TO A PROCHIRAL KETONE - ASYMMETRIC-SYNTHESIS OF THE REVERSE-TRANSCRIPTASE INHIBITOR L-743,726

被引:138
作者
THOMPSON, AS
CORLEY, EG
HUNTINGTON, MF
GRABOWSKI, EJJ
机构
[1] Department of Process Research Merck Research Laboratories Rahway
关键词
D O I
10.1016/0040-4039(95)01955-H
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The asymmetric synthesis of L-743,726 was achieved in six steps with an overall yield of 31%. The asymmetry was introduced using a lithiated ephedrine to mediate acetylide addition to a trifluoromethyl ketone with an enantiomeric excess of 96-98%.
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页码:8937 / 8940
页数:4
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