Using a temporary silicon connection in stereoselective allylation with allylsilanes: Application to the synthesis of stereodefined 1,2,4-triols

被引:23
作者
Beignet, J [1 ]
Cox, LR [1 ]
机构
[1] Univ Birmingham, Sch Chem, Birmingham B15 2TT, W Midlands, England
关键词
D O I
10.1021/ol035762o
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of aldehyde 6 with TMSOTf, in the presence of a Bronsted acid scavenger, effects an intramolecular allylation to provide the oxasilacycle 7 as the major diastereoisomer. Tamao oxidation of the C-Si bond in 7 affords the corresponding 1,2,4-triol 9.
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页码:4231 / 4234
页数:4
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