A chiral rhodium complex for rapid asymmetric transfer hydrogenation of imines with high enantioselectivity

被引：218

作者：

Mao, JM ^{[1
]}

Baker, DC ^{[1
]}

机构：

[1] Univ Tennessee, Dept Chem, Knoxville, TN 37996 USA

来源：

ORGANIC LETTERS | 1999年 / 1卷 / 06期

关键词：

D O I：

10.1021/ol990098q

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] A chiral rhodium complex, (R)-Cp*RhCl[(1S,2S)-p-TsNCH(C6H5)CH(C6H5)NH2] (1a, (S,S)-Cp*RhCITsDPEN), generated from [Cp*RhCl2](2) and (1S,2S) N-p-toluenesulfonyl-1,2-diphenylethylenediamine [(S,S) TsDPEN], and its enantiomer 1b were found to provide superior catalysts for the rapid, high yielding, asymmetric transfer hydrogenation of some heterocyclic imines, using an HCO2H-Et3N azeotrope as the hydrogen source.

引用

页码：841 / 843

页数：3

共 37 条

[1] Practical synthesis of chiral sultam auxiliaries: 3-substituted-1,2-benzisothiazoline 1,1-dioxides
Ahn, KH
Ham, C
Kim, SK
Cho, CW
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (20) : 7047 - 7048
[2] Baker D.A., UNPUB
[3] CHEMICAL CORRELATION OF THE ABSOLUTE CONFIGURATIONS OF SALSOLIDINE, SALSOLINE, AND CALYCOTOMINE WITH THE AMINO-ACIDS
BATTERSBY, AR
EDWARDS, TP
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1960, (MAR): : 1214 - 1221
[4] BOLM C, 1994, SYNLETT, P655
[5] ENANTIOSELECTIVE CATALYSIS .66. ENANTIOSELECTIVE CATALYTIC TRANSFER HYDROGENATION OF ALPHA,BETA-UNSATURATED CARBOXYLIC-ACIDS WITH FORMATES CATALYZED BY NOVEL RUTHENIUM PHOSPHINE COMPLEXES
BROWN, JM
BRUNNER, H
LEITNER, W
ROSE, M
[J]. TETRAHEDRON-ASYMMETRY, 1991, 2 (05) : 331 - 334
[6] ASYMMETRIC CATALYSIS .29. OPTICALLY-ACTIVE PRIMARY AMINES BY ENANTIOSELECTIVE CATALYTIC HYDROSILYLATION OF KETOXIMES
BRUNNER, H
BECKER, R
GAUDER, S
[J]. ORGANOMETALLICS, 1986, 5 (04) : 739 - 746
[7] ENANTIOSELECTIVE HYDROGENATION OF THE C=N GROUP - A CATALYTIC ASYMMETRIC REDUCTIVE AMINATION PROCEDURE
BURK, MJ
FEASTER, JE
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (15) : 6266 - 6267
[8] ENANTIOSELECTIVE SYNTHESIS OF OPTICALLY-ACTIVE SECONDARY-AMINES VIA ASYMMETRIC REDUCTION
CHO, BT
CHUN, YS
[J]. TETRAHEDRON-ASYMMETRY, 1992, 3 (12) : 1583 - 1590
[9] MEERWEIN-PONNDORF-VERLEY REDUCTIONS AND OPPENAUER OXIDATIONS - AN INTEGRATED APPROACH
DEGRAAUW, CF
PETERS, JA
VANBEKKUM, H
HUSKENS, J
[J]. SYNTHESIS-STUTTGART, 1994, (10): : 1007 - 1017
[10] ASYMMETRIC TRANSFER HYDROGENATION OF AROMATIC KETONES CATALYZED BY CHIRAL RUTHENIUM(II) COMPLEXES
HASHIGUCHI, S
FUJII, A
TAKEHARA, J
IKARIYA, T
NOYORI, R
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (28) : 7562 - 7563

← 1 2 3 4 →