New efficient P,N,O-tridentate ligands for Ru-catalyzed asymmetric transfer hydrogenation

被引：36

作者：

Dai, HC ^{[1
]}

Hu, XP ^{[1
]}

Chen, HL ^{[1
]}

Bai, CM ^{[1
]}

Zheng, Z ^{[1
]}

机构：

[1] Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China

来源：

TETRAHEDRON-ASYMMETRY | 2003年 / 14卷 / 11期

基金：

中国国家自然科学基金;

关键词：

STEREOSELECTIVE SYNTHESIS; RUTHENIUM(II) COMPLEXES; KETONES; ALCOHOLS; ACETOPHENONE; DERIVATIVES;

D O I：

10.1016/S0957-4166(03)00320-3

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

New chiral P,N,O Schiff base ligands derived from substituted salicylaldehyde and (R)-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethylamine[(R,S-Fc)-PPFNH2] have been prepared and employed in ruthenium catalyzed asymmetric transfer hydrogenation of simple ketones. Up to 94% e.e. with 99% conversion was obtained when the electron-withdrawing 3,5-dinitro substituted ligand 2f was used. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：1467 / 1472

页数：6

共 36 条

[1] 2-azanorbornyl alcohols: Very efficient ligands for ruthenium-catalyzed asymmetric transfer hydrogenation of aromatic ketones
Alonso, DA
Nordin, SJM
Roth, P
Tarnai, T
Andersson, PG
Thommen, M
Pittelkow, U
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (10) : 3116 - 3122
[2] Synthesis and crystal structures of Ru(II) complexes containing chelating (phosphinomethyl)oxazoline P,N-type ligands and asymmetric catalytic transfer hydrogenation of acetophenone in propan-2-ol
Braunstein, P
Graiff, C
Naud, F
Pfaltz, A
Tiripicchio, A
[J]. INORGANIC CHEMISTRY, 2000, 39 (20) : 4468 - 4475
[3] Synthesis of water-soluble aminosulfonamide ligands and their application in enantioselective transfer hydrogenation
Bubert, C
Blacker, J
Brown, SM
Crosby, J
Fitzjohn, S
Muxworthy, JP
Thorpe, T
Williams, JMJ
[J]. TETRAHEDRON LETTERS, 2001, 42 (24) : 4037 - 4039
[4] PREPARATION AND USE OF C2-SYMMETRICAL BIS(PHOSPHOLANES) - PRODUCTION OF ALPHA-AMINO-ACID DERIVATIVES VIA HIGHLY ENANTIOSELECTIVE HYDROGENATION REACTIONS
BURK, MJ
FEASTER, JE
NUGENT, WA
HARLOW, RL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (22) : 10125 - 10138
[5] CATALYTIC, ENANTIOSELECTIVE ALDOL ADDITIONS WITH METHYL AND ETHYL-ACETATE O-SILYL ENOLATES - A CHIRAL TRIDENTATE CHELATE AS A LIGAND FOR TITANIUM(IV)
CARREIRA, EM
SINGER, RA
LEE, WS
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (19) : 8837 - 8838
[6] Ruthenium-catalyzed asymmetric reduction of 1,3-diketones using transfer hydrogenation
Cossy, J
Eustache, F
Dalko, PI
[J]. TETRAHEDRON LETTERS, 2001, 42 (30) : 5005 - 5007
[7] Rhodium versus ruthenium:: contrasting behaviour in the asymmetric transfer hydrogenation of α-substituted acetophenones
Cross, DJ
Kenny, JA
Houson, I
Campbell, L
Walsgrove, T
Wills, M
[J]. TETRAHEDRON-ASYMMETRY, 2001, 12 (12) : 1801 - 1806
[8] Everaere K, 2001, EUR J ORG CHEM, V2001, P275
[9] N-benzyl-norephedrine derivatives as new, efficient ligands for ruthenium-catalyzed asymmetric transfer hydrogenation of functionalized ketones
Everaere, K
Carpentier, JF
Mortreux, A
Bulliard, M
[J]. TETRAHEDRON-ASYMMETRY, 1999, 10 (21) : 4083 - 4086
[10] Catalysts for the asymmetric transfer hydrogenation of ketones derived from L-prolinamide and (p-cymeneRuCl2)2 or (Cp*RhCl2)2
Faller, JW
Lavoie, AR
[J]. ORGANOMETALLICS, 2001, 20 (24) : 5245 - 5247

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