An Asymmetric DielsAlder Reaction Catalyzed by Chiral Phosphate Magnesium Complexes: Highly Enantioselective Synthesis of Chiral Spirooxindoles

被引:112
作者
Li, Guilong [1 ]
Liang, Tao [1 ]
Wojtas, Lukasz [2 ]
Antilla, Jon C. [1 ]
机构
[1] Univ S Florida, Dept Chem, Tampa, FL 33620 USA
[2] Univ S Florida, Dept Chem, Xray Facil, Tampa, FL 33620 USA
基金
美国国家科学基金会; 美国国家卫生研究院;
关键词
asymmetric catalysis; Diels-Alder reaction; dienes; oxindoles; spiro compounds; STEREOCONTROLLED TOTAL-SYNTHESIS; ALDER REACTION; ALPHA; BETA-UNSATURATED ALDEHYDES; SPIROCYCLIC OXINDOLES; PHOSPHORIC-ACID; CONSTRUCTION; CENTERS; ORGANOCATALYSIS; STEREOCENTERS; CYCLOADDITION;
D O I
10.1002/anie.201209295
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Mild Magic: A mild, enantioselective Diels-Alder reaction, catalyzed by a chiral magnesium phosphate species, has been developed for the synthesis of various chiral spirooxindoles. Molecular sieves were found to have a considerable effect when used as additives in this reaction. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:4628 / 4632
页数:5
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