文献类型：期刊文献

英文题名：Enantioselective Synthesis of Highly Functionalized Phosphonate-Substituted Pyrans or Dihydropyrans Through Asymmetric [4+2] Cycloaddition of β,γ-Unsaturated α-Ketophosphonates with Allenic Esters

作者：Pei, Cheng-Kui[2,3];Jiang, Yu[2,3];Wei, Yin[1];Shi, Min[1,2,3]

机构：[1]Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China;[2]E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China;[3]E China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China

年份：2012

卷号：51

期号：45

起止页码：11328

外文期刊名：ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

收录：;EI(收录号：20124515640185);WOS:【SCI-EXPANDED(收录号:WOS:000310874400027)，CCR-EXPANDED(收录号:WOS:000310874400027)】；

基金：We thank the Shanghai Municipal Committee of Science and Technology (11JC1402600), the National Basic Research Program of China (973)-2010CB833302, and the National Natural Science Foundation of China for financial support (21072206, 20472096, 20872162, 20672127, 21121062 and 20732008).

语种：英文

外文关键词：asymmetric catalysis; cycloaddition; cinchona alkaloids; dihydropyrans; organocatalysis

摘要：Tell me which you want: Catalytic asymmetric [4+2] cycloadditions of β,γ-unsaturated α-ketophosphonates with allenic esters catalyzed by organocatalysts derived from different cinchona alkaloids have been developed, affording phosphonate-substituted functionalized pyran and dihydropyran derivatives in excellent yields with high enantioselectivities under mild conditions. The choice of product is controlled by the hydrogen bonding characteristics of the chosen catalyst. Copyright ? 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.