Ruthenium-catalyzed asymmetric reduction of 1,3-diketones using transfer hydrogenation

被引：65

作者：

Cossy, J ^{[1
]}

Eustache, F ^{[1
]}

Dalko, PI ^{[1
]}

机构：

[1] Ecole Super Phys & Chim Ind, Chim Organ Lab, F-75231 Paris 05, France

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 30期

关键词：

1,3-diketones; 1,3-diols; reduction; ruthenium; catalyst;

D O I：

10.1016/S0040-4039(01)00906-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1,3-Diketones were reduced to 1.3-diols by using RuCl[N-(tosyl)-1,2-(diphenylethylenediamine) (eta (6)-arene)] in the presence of formic acid and triethylamine. 1.3-Diols were obtained in good chemical yields and with high ee when symmetrical diketones were reduced. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：5005 / 5007

页数：3

共 15 条

[1] Synthesis and evaluation of hydroxylated polyamine analogues as antiproliferatives [J].

Bergeron, RJ ;

Müller, R ;

Bussenius, J ;

McManis, JS ;

Merriman, RL ;

Smith, RE ;

Yao, H ;

Weimar, WR .

JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (02) :224-235

[2] CHIRAL ORGANOSILICON COMPOUNDS IN ASYMMETRIC-SYNTHESIS OF CHIRAL 1,3-DIOLS [J].

CHAN, TH ;

NWE, KT .

JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (23) :6107-6111

[3] Stereoselective synthesis of 3-substituted phtalides via asymmetric transfer hydrogenation using well-defined ruthenium catalysts under neutral conditions [J].

Everaere, K ;

Scheffler, JL ;

Mortreux, A ;

Carpentier, JF .

TETRAHEDRON LETTERS, 2001, 42 (10) :1899-1901

[4]

GENET JP, 1993, SYNLETT, P478

[5]

HALLE R, 2000, SYNLETT, P680

[6]

JUNG H, 1905, ORG LETT, V2, P2487

[7]

KOLKE T, 2000, ORG LETT, V2, P3833

[8] SCHIFF-BASES AS ADDED CHIRAL LIGANDS FOR THE [RU(ETA(6)-C6H6)CL2](2) CATALYZED HYDROGEN-TRANSFER REDUCTION OF KETONES WITH 2-PROPANOL [J].

KRASIK, P ;

ALPER, H .

TETRAHEDRON, 1994, 50 (15) :4347-4354

[9]

Noyori R, 2001, ANGEW CHEM INT EDIT, V40, P40, DOI 10.1002/1521-3773(20010105)40:1<40::AID-ANIE40>3.0.CO

[10]

2-5

← 1 2 →