A Catalytic Asymmetric Borono Variant of Hosomi-Sakurai Reactions with N,O-Aminals

被引:69
作者
Huang, Yi-Yong [1 ,2 ]
Chakrabarti, Ananya [1 ,2 ]
Morita, Naohide [1 ,2 ]
Schneider, Uwe [1 ,2 ]
Kobayashi, Shu [1 ,2 ]
机构
[1] Univ Tokyo, Dept Chem, Sch Sci, Bunkyo Ku, Tokyo 1130033, Japan
[2] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan
基金
日本学术振兴会;
关键词
asymmetric catalysis; boron; chiral counteranion; Hosomi-Sakurai reaction; indium; BRONSTED ACID CATALYSIS; CARBON BOND FORMATIONS; HOMOALLYL ETHERS; CONJUGATE ALLYLATION; ENANTIOSELECTIVE ALLYLATION; ACTIVATED ENONES; METAL CATALYSIS; LEWIS-ACID; ACETALS; IMINES;
D O I
10.1002/anie.201105182
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Aminal attraction: The combination of indium(I) chloride and a chiral silver binol phosphate provides an excellent catalyst for asymmetric Hosomi-Sakurai reactions between N,O-aminals and boronates (see scheme; PG=protecting group, pin=pinacolato). The substrate scope includes aromatic, heteroaromatic, and aliphatic N,O-aminals as well as allyl and allenyl boronates. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:11121 / 11124
页数:4
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