One-pot multi-substrate enantioselective conjugate addition of diethylzinc to nitroalkenes

被引:91
作者
Duursma, A [1 ]
Minnaard, AJ [1 ]
Feringa, BL [1 ]
机构
[1] Univ Groningen, Dept Organ & Mol Inorgan Chem, Stratingh Inst, NL-9747 AG Groningen, Netherlands
关键词
combinatorial chemistry; asymmetric catalysis; phosphoramidities; copper; conjugate addition;
D O I
10.1016/S0040-4020(02)00574-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A multi-substrate approach is used in the copper-phosphoramidite catalyzed enantioselective conjugate addition of diethylzinc to nitroalkenes, using up to nine different nitroalkenes in a one pot procedure. The 18 products (9 times 2 enantiomers of nine different nitroalkanes) can be analyzed by chiral CG in a single run since on overlap in the peaks is observed. The obtained enantioselectivities are amongst the highest reported so far for the catalytic 1,4-addition of dialkylzinc reagents to nitroalkenes. (C) 2002 Elsevier Science Ltd. All rights reserved.
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页码:5773 / 5778
页数:6
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