Chiral quaternary phosphonium salts: a new class of organocatalysts

被引：117

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

[31] Novel, highly potent aldose reductase inhibitors:: (R)-(-)-2-(4-bromo-2-fluorobenzyl)-1,2,3,4-tetrahydropyrrolo[1,2-α]pyrazine-4-spiro-3′-pyrrolidine-1,2′,3,5′-tetrone (AS-3201) and its congeners
Negoro, T
Murata, P
Ueda, S
Fujitani, B
Ono, Y
Kuromiya, A
Komiya, M
Suzuki, K
Matsumoto, J
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1998, 41 (21) : 4118 - 4129
[32] Ooi T., 2007, Angew. Chem, V119, P4300
[33] Recent advances in asymmetric phase-transfer catalysis
Ooi, Takashi
Maruoka, Keiji
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (23) : 4222 - 4266
[34] Shirakawa S., ORG BIOMOL CHEM, DOI [10.1039/c2ob07193b, DOI 10.1039/C20B07193B]
[35] Diastereo- and enantioselective conjugate addition of α-substituted nitroacetates to maleimides under base-free neutral phase-transfer conditions
Shirakawa, Seiji
Terao, Shogo J.
He, Rongjun
Maruoka, Keiji
[J]. CHEMICAL COMMUNICATIONS, 2011, 47 (38) : 10557 - 10559
[36] PSEUDOPHRYNAMINE-A - AN UNUSUAL PRENYL PYRROLO[2,3-B]INDOLE ESTER FROM AN AUSTRALIAN FROG, PSEUDOPHRYNE-CORIACEA (MYOBATRACHIDAE)
SPANDE, TF
EDWARDS, MW
PANNELL, LK
DALY, JW
ERSPAMER, V
MELCHIORRI, P
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (06) : 1222 - 1226
[37] PHASE-TRANSFER CATALYSIS .1. HETEROGENEOUS REACTIONS INVOLVING ANION TRANSFER BY QUATERNARY AMMONIUM AND PHOSPHONIUM SALTS
STARKS, CM
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1971, 93 (01) : 195 - &
[38] Highly trans-selective synthesis of β-lactams by tandem phenoxide anion-catalyzed Mannich-type addition and cyclization
Takahashi, E
Fujisawa, H
Yanai, T
Mukaiyama, T
[J]. CHEMISTRY LETTERS, 2005, 34 (07) : 994 - 995
[39] Takano S., 1989, Alkaloids, V36, P225
[40] Uraguchi D., 2009, ANGEW CHEM, V121, P747, DOI DOI 10.1002/ange.200803661

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