Enantioselective Synthesis of Quaternary Carbon Stereogenic Centers through Copper-Catalyzed Conjugate Additions of Aryl- and Alkylaluminum Reagents to Acyclic Trisubstituted Enones

被引:55
|
作者
Dabrowski, Jennifer A. [1 ]
Villaume, Matthew T. [1 ]
Hoveyda, Amir H. [1 ]
机构
[1] Boston Coll, Dept Chem, Merkert Chem Ctr, Chestnut Hill, MA 02467 USA
关键词
copper; enantioselective conjugate additions; N-heterocyclic carbenes; organoaluminums; quaternary carbons; SUBSTITUTED CYCLIC ENONES; N-HETEROCYCLIC CARBENE; GRIGNARD-REAGENTS; ASYMMETRIC 1,4-ADDITION; ALLYLIC SUBSTITUTIONS; DIALKYLZINC REAGENTS; ALUMINUM REAGENTS; CHIRAL CENTERS; CONSTRUCTION; STEREOCENTERS;
D O I
10.1002/anie.201304035
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Acyclic quaternary carbons by conjugate addition: The first examples of catalytic enantioselective conjugate additions of aryl and alkyl units that generate acyclic all-carbon quaternary stereogenic centers have been developed (see scheme). The requisite organoaluminum reagents can either be prepared in situ from easily available organolithiums or purchased at low cost. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
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页码:8156 / 8159
页数:4
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