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

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2012年 / 51卷 / 44期

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

页码：11149 / 11152

页数：4

共 120 条

[1]

Adair G, 2008, ALDRICHIM ACTA, V41, P31

[2]

Aikawa K., 2009, Angew. Chem, V121, P6189

[3] Axial Chirality Control of Gold(biphep) Complexes by Chiral Anions: Application to Asymmetric Catalysis [J].