Chiral quaternary phosphonium salts: a new class of organocatalysts

被引：118

作者：

Enders, Dieter ^{[1
]}

Thanh Vinh Nguyen ^{[1
]}

机构：

[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2012年 / 10卷 / 28期

关键词：

PHASE-TRANSFER CATALYSTS; DIRECT HENRY REACTION; ALDOSE REDUCTASE INHIBITOR; HYDROGEN-BONDING SITE; BETA-KETO-ESTERS; ASYMMETRIC-SYNTHESIS; ARYLAMINOPHOSPHONIUM BARFATES; TETRAAMINOPHOSPHONIUM SALTS; TRANSFER ALKYLATION; FLUSTRA-FOLIACEA;

D O I：

10.1039/c2ob25823d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Phase-transfer catalysis has widely been used as a prime synthetic tool for both laboratory and industrial processes. During the last twenty years, asymmetric phase-transfer catalysis using chiral organocatalysts has attracted widespread interest. However, the scope of chiral phase-transfer catalysis has been limited mostly to the quaternary ammonium salts. As an emerging area, the recent developments in the application of quaternary phosphonium salts as chiral phase-transfer catalysts are discussed in this article.

引用

页码：5327 / 5331

页数：5

共 58 条

[1] Diastereoselective Synthesis of trans-β-Lactams Using a Simple Multifunctional Catalyst [J].

Abraham, Ciby J. ;

Paull, Daniel H. ;

Dogo-Isonagie, Cajetan ;

Lectka, Thomas .

SYNLETT, 2009, (10) :1651-1654

[2]

[Anonymous], 2011, ANGEW CHEM

[3]

[Anonymous], 2010, ANGEW CHEM

[4]

Anthoni U, 1999, ALKAL CHEM, V13, P163, DOI 10.1016/S0735-8210(99)80025-9

[5] Aldose reductase inhibition by AS-3201 in sural nerve from patients with diabetic sensorimotor polyneuropathy [J].

Bril, V ;

Buchanan, RA .

DIABETES CARE, 2004, 27 (10) :2369-2375

[6] BROMO-SUBSTITUTED PHYSOSTIGMINE ALKALOIDS FROM A MARINE BRYOZOA FLUSTRA-FOLIACEA [J].

CARLE, JS ;

CHRISTOPHERSEN, C .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (14) :4012-4013

[7] MARINE ALKALOIDS .2. BROMO ALKALOIDS FROM THE MARINE BRYOZOAN FLUSTRA-FOLIACEA - ISOLATION AND STRUCTURE ELUCIDATION [J].

CARLE, JS ;

CHRISTOPHERSEN, C .

JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (09) :1586-1589

[8]

Corbett M.T., 2012, Angew. Chem. Int. Ed, V124, P4763

[9] Base-Catalyzed Direct Aldolization of α-Alkyl-α-Hydroxy Trialkyl Phosphonoacetates [J].

Corbett, Michael T. ;

Uraguchi, Daisuke ;

Ooi, Takashi ;

Johnson, Jeffrey S. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (19) :4685-4689

[10] Catalytic asymmetric synthesis of quaternary carbons bearing two aryl substituents. Enantioselective synthesis of 3-alkyl-3-aryl oxindoles by catalytic asymmetric intramolecular Heck reactions [J].

Dounay, AB ;

Hatanaka, K ;

Kodanko, JJ ;

Oestreich, M ;

Overman, LE ;

Pfeifer, LA ;

Weiss, MM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (20) :6261-6271

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