Anion-Induced Enantioselective Cyclization of Diynamides to Pyrrolidines Catalyzed by Cationic Gold Complexes

被引:91
作者
Mourad, Asmaa Kamal [1 ,2 ]
Leutzow, Juliane [1 ]
Czekelius, Constantin [1 ]
机构
[1] Free Univ Berlin, Inst Chem & Biochem, D-14195 Berlin, Germany
[2] Fayoum Univ, Univ Zone 63514, Fayoum, Egypt
关键词
alkynes; asymmetric catalysis; gold; nitrogen heterocycles; pyrrolidines; INTRAMOLECULAR HYDROAMINATION; ASYMMETRIC-SYNTHESIS; INTERMOLECULAR HYDROAMINATION; CHIRAL ANIONS; CYCLOISOMERIZATION; TANDEM; 2-(1-ALKYNYL)-2-ALKEN-1-ONES; HYDROALKOXYLATION; CARBOCYCLIZATION; REARRANGEMENT;
D O I
10.1002/anie.201205416
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Only chiral anions do the job! Optically active gold complexes derived from substituted binol hydrogen phosphate catalyze the desymmetrizing cyclization of 1,4-diynamides. This reaction provides access to synthetically useful, chiral methylene pyrrolidines with an all-carbon-substituted quaternary stereocenter. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:11149 / 11152
页数:4
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