STUDIES TOWARDS THE SYNTHESIS OF OBTUSENYNE - SYNTHESIS OF THE HEXAHYDROOXONIN NUCLEUS

被引:27
作者
CURTIS, NR [1 ]
HOLMES, AB [1 ]
LOONEY, MG [1 ]
机构
[1] UNIV CAMBRIDGE,CHEM LAB,LENSFIELD RD,CAMBRIDGE CB2 1EW,ENGLAND
关键词
MEDIUM RING; UNSATURATED LACTONE; ENOLATE HYDROXYLATION; TEBBE METHYLENATION; HYDROSILATION;
D O I
10.1016/S0040-4039(00)92339-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The advanced intermediate (the 2,3,4,7,8,9-hexahydrooxonin) 3 for the synthesis of the Laurencia oxonane natural product, obtusenyne 1 was prepared in 8 steps from the previously reported lactone 4. The key transformations were the stereoselective enolate hydroxylation of the lactone 4 and a hydroxyl-directed intramolecular hydrosilation of the enol ether 12.
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页码:671 / 674
页数:4
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