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
来源：
TETRAHEDRON LETTERS | 1992年 / 33卷 / 05期
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.
引用
收藏
页码：671 / 674
页数：4
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