STEREOCONTROLLED, 2-DIRECTIONAL, CHAIN SYNTHESIS USING THE BORON ALDOL REACTION AND DOUBLE IRELAND-CLAISEN REARRANGEMENT

被引:15
作者
PATERSON, I
HULME, AN
WALLACE, DJ
机构
[1] University Chemical Laboratory, Cambridge, CB2 1EW, Lensfield Road
关键词
D O I
10.1016/0040-4039(91)80545-H
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Long-chain, (4E,9E)-unsaturated, diesters can be prepared efficiently by double Ireland-Claisen rearrangements, as in 4 --> 5 --> 6. By combination with appropriate E or Z enol borinate aldol reactions, a high level of stereocontrol can be achieved at the four chiral centres and two trisubstituted double bonds in 11, 15, 30, 31 and 32.
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页码:7601 / 7604
页数:4
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