Asymmetric organocatalytic reactions of o-hydroxycinnamaldehydes with organoboronic acids: a facile enantioselective access to chromanes and dihydrobenzopyranes

被引:26
作者
Choi, Kwang-Su [1 ]
Kim, Sung-Gon [1 ]
机构
[1] Kyonggi Univ, Dept Chem, Suwon 443760, South Korea
关键词
Organocatalyst; 1,4-Addition; Organoboronic acid; Chromane; Dihydrobenzopyrane; HYDROXY ALPHA; BETA-UNSATURATED ALDEHYDE; MEDIATED HYDROARYLATION; DERIVATIVES; (R)-TOLTERODINE; CONSTRUCTION; CYCLIZATION; CHROMENES; CATALYST; PHENOLS; CASCADE;
D O I
10.1016/j.tetlet.2010.07.138
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Catalytic asymmetric 1,4-addition reactions of organoboronic acids to o-hydroxycinnamaldehydes, which afford chromanes and dihydrobenzopyranes, have been established using an organocatalyst derived from imidazolidinone. The chromanes have been obtained in high chemical yields and enantioselectivities and can be readily used to obtain a variety of chromane derivatives through subsequent transformations. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5203 / 5206
页数:4
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