1,2-STEREOINDUCTION IN RADICALS AND ANIONS - A COMPARISON BETWEEN HYDROGEN ABSTRACTION AND PROTONATION

被引:55
作者
ERDMANN, P [1 ]
SCHAFER, J [1 ]
SPRINGER, R [1 ]
ZEITZ, HG [1 ]
GIESE, B [1 ]
机构
[1] UNIV BASEL,DEPT CHEM,ST JOHANNS RING 19,CH-4056 BASEL,SWITZERLAND
关键词
D O I
10.1002/hlca.19920750219
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Chiral enolates 5 and 10, generated by radical addition and subsequent reduction, show diastereofacial selectivity during protonation. In the presence of substituted amines, diastereoselectivity is enhanced and becomes comparable to radical stereoselection. Diastereoselectivities up to 99:1 and yields up to 90% are reached.
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页码:638 / 644
页数:7
相关论文
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