Practical radical cyclisations leading to the construction of near-stereopure quaternary carbon stereogenic centres

被引:58
作者
McCague, R
Pritchard, RG
Stoodley, RJ
Williamson, DS
机构
[1] Univ Manchester, Inst Sci & Technol, Dept Chem, Manchester M60 1QD, Lancs, England
[2] Chirotech Technol Ltd, Cambridge CB4 4WE, England
关键词
D O I
10.1039/a807930g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl auxiliary is effective in directing bromopropargyloxy additions to the olefinic bonds of vinylogous esters/carbonates; in the presence of AIBN and 1-ethylpiperidinium hypophosphite, the adducts undergo highly stereoselective reductive radical cyclisations in which quaternary carbon stereogenic centres are generated.
引用
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页码:2691 / 2692
页数:2
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