Stereospecific and stereodivergent construction of quaternary carbon centers through switchable directed/nondirected allylic substitution

被引:77
作者
Breit, B [1 ]
Demel, P [1 ]
Studte, C [1 ]
机构
[1] Univ Freiburg, Inst Organ Chem & Biochem, D-79104 Freiburg, Germany
关键词
allylation; asymmetric synthesis; enantioselectivity; Grignard reaction; organocopper reagents;
D O I
10.1002/anie.200453991
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Selectivity at the flick of a switch: Through 1,3-chirality transfer, a directing/nondirecting leaving group facilitates the stereospecific and stereodivergent construction of quaternary carbon centers by copper-mediated allylic substitution with Grignard and organozinc reagents (see scheme; the use of the corresponding phosphane oxide leads to selective anti substitution).
引用
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页码:3786 / 3789
页数:4
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