Tertiary Amine Mediated Tandem Cross-Rauhut-Currier/Acetalization Reactions: Access to Functionalized Spiro-3,4-Dihydropyrans

被引:55
作者
Yao, Weijun [1 ]
Wu, Yihua [1 ]
Wang, Gang [1 ]
Zhang, Yiping [1 ]
Ma, Cheng [1 ]
机构
[1] Zhejiang Univ, Dept Chem, Hangzhou 310027, Zhejiang, Peoples R China
基金
中国国家自然科学基金;
关键词
cross-coupling; cyclization; Lewis bases; Michael addition; tandem reactions; DIELS-ALDER REACTIONS; BAYLIS-HILLMAN REACTION; ENANTIOSELECTIVE SYNTHESIS; CONJUGATE ADDITIONS; MICHAEL ADDITION; CURRIER REACTION; CATALYSIS; CYCLOISOMERIZATION; ORGANOCATALYSIS; CYCLOADDITION;
D O I
10.1002/anie.200905091
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Γ-Proton transfer furnished the highly selective title reaction in which cyclic bhaloenals 1 react with b,g-unsaturated aketoesters 2 to generate functionalized spiro-3,4-dihydro-2H-pyrans 3 having an a-quaternary carbon center and an adjacent vinyl halide group in skeleton. DBU=1,8-diazabicyclo[5.4.0]undec-7-eno, Tos=4-toluenesulfonyl. © 2009 Wiley-VCH Verlag GmbH &. Co. KGaA.
引用
收藏
页码:9713 / 9716
页数:4
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