HIGHLY ENANTIOSELECTIVE SYNTHESIS OF A COREY PROSTAGLANDIN INTERMEDIATE

被引:26
作者
RONAN, B [1 ]
KAGAN, HB [1 ]
机构
[1] UNIV PARIS 11,ICMO,SYNTH ASYMETR LAB,CNRS,URA 255,F-91405 ORSAY,FRANCE
关键词
D O I
10.1016/S0957-4166(00)82318-6
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
(R)-p-tolyl vinyl sulfoxide 8 was transformed into the corresponding ethoxysulfonium compound 9 which smoothly underwent reaction with 5-benzyloxymethyl-1,3-cyclopentadiene 2 to give, after basic treatment, the bicyclic sulfoxide 10 with very high de. This compound was transformed in three steps into enantiomerically pure norbornenone 1, a key intermediate in some Corey syntheses of prostaglandins.
引用
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页码:115 / 122
页数:8
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