Asymmetric cyclopropanation reaction under phase-transfer catalyzed conditions

被引：94

作者：

Arai, S ^{[1
]}

Nakayama, K

Ishida, T

Shioiri, T

机构：

[1] Nagoya City Univ, Fac Pharmaceut Sci, Mizuho Ku, Nagoya, Aichi 4678603, Japan

[2] Osaka Univ Pharmaceut Sci, Takatsuki, Osaka 5691041, Japan

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 22期

关键词：

asymmetric reactions; catalysts; cyclopropanes; phase transfer;

D O I：

10.1016/S0040-4039(99)00679-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An asymmetric cyclopropanation reaction was developed using chiral quaternary ammonium salts as the phase-transfer catalyst (PTC). The reaction smoothly proceeded to give the desired bicyclic compounds with complete stereocontrol in the presence of a catalytic amount of chiral quaternary salts as the PTC, which are derived from readily available chiral amines, with up to 83% ee under mild reaction conditions. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：4215 / 4218

页数：4

共 50 条

[1] Asymmetric alkylation reaction of α-fluorotetralone under phase-transfer catalyzed conditions
Arai, S
Oku, M
Ishida, T
Shioiri, T
TETRAHEDRON LETTERS, 1999, 40 (37) : 6785 - 6789
[2] Asymmetric Darzens reaction utilizing chloromethyl phenyl sulfone under phase-transfer catalyzed conditions
Arai, S
Shioiri, T
TETRAHEDRON, 2002, 58 (07) : 1407 - 1413
[3] Catalytic asymmetric epoxidation of enones under phase-transfer catalyzed conditions
Arai, S
Tsuge, H
Oku, M
Miura, M
Shioiri, T
TETRAHEDRON, 2002, 58 (08) : 1623 - 1630
[4] Asymmetric epoxidation of α,β-unsaturated ketones under phase-transfer catalyzed conditions
Arai, S
Tsuge, H
Shioiri, T
TETRAHEDRON LETTERS, 1998, 39 (41) : 7563 - 7566
[5] Asymmetric synthesis of α,β-epoxysulfones under phase-transfer catalyzed Darzens reaction
Arai, S
Ishida, T
Shioiri, T
TETRAHEDRON LETTERS, 1998, 39 (45) : 8299 - 8302
[6] Catalytic asymmetric epoxidation of naphthoquinone derivatives under phase-transfer catalyzed conditions
Arai, S
Oku, M
Miura, M
Shioiri, T
SYNLETT, 1998, (11) : 1201 - +
[7] The asymmetric vinylogous Mannich reaction of dicyanoalkylidenes with α-amido sulfones under phase-transfer conditions
Niess, Barbara
Jorgensen, Karl Anker
CHEMICAL COMMUNICATIONS, 2007, (16) : 1620 - 1622
[8] Asymmetric cyclopropanation of chalcones using chiral phase-transfer catalysts
Herchl, Richard
Waser, Mario
TETRAHEDRON LETTERS, 2013, 54 (20) : 2472 - 2475
[9] Phase-transfer catalyzed asymmetric Darzens reaction of cyclic α-chloro ketones
Arai, S
Shirai, Y
Ishida, T
Shioiri, T
CHEMICAL COMMUNICATIONS, 1999, (01) : 49 - 50
[10] Asymmetric Alkylation of Malonic Diester Under Phase-Transfer Conditions
Kanemitsu, Takuya
Koga, Shintaro
Nagano, Daisuke
Miyazaki, Michiko
Nagata, Kazuhiro
Itoh, Takashi
ACS CATALYSIS, 2011, 1 (10): : 1331 - 1335

← 1 2 3 4 5 →