ASYMMETRIC REACTIONS CATALYZED BY CHIRAL METAL-COMPLEXES .65. EFFICIENT ASYMMETRIC HYDROGENATION OF ALPHA-AMINO KETONE DERIVATIVES - A HIGHLY ENANTIOSELECTIVE SYNTHESIS OF PHENYLEPHRINE, LEVAMISOLE, CARNITINE AND PROPRANOLOL

被引：0

作者：

SAKURABA, S ^{[1
]}

TAKAHASHI, H ^{[1
]}

TAKEDA, H ^{[1
]}

ACHIWA, K ^{[1
]}

机构：

[1] UNIV SHIZUOKA, SCH PHARMACEUT SCI, SHIZUOKA 422, JAPAN

来源：

CHEMICAL & PHARMACEUTICAL BULLETIN | 1995年 / 43卷 / 05期

关键词：

CATALYTIC ASYMMETRIC HYDROGENATION; RHODIUM COMPLEX; CHIRAL BISPHOSPHINE; ALPHA-AMINO KETONE;

D O I：

暂无

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The complexes of pyrrolidine bisphosphine ligands (CPMs) with rhodium (I),were found to be efficient catalysts for asymmetric hydrogenation of alpha-amino ketone hydrochloride derivatives, Utilizing this methodology, we have developed efficient asymmetric syntheses of the optically active beta-amino alcohols, phenylephrine, levamisole, carnitine and propranolol.

引用

页码：738 / 747

页数：10

共 50 条

[31] ASYMMETRIC REACTIONS CATALYZED BY CHIRAL METAL-COMPLEXES .59. SYNTHESIS OF T-BOC-4-DIMETHYLPHOSPHONOMETHYL-L-PHENYLALANINE
DOW, RL
BECHLE, BM
SYNLETT, 1994, (04) : 293 - 294
[32] ASYMMETRIC REACTIONS CATALYZED BY CHIRAL METAL-COMPLEXES .20. THE STRUCTURE OF THE ENANTIOSELECTIVITY DETERMINING INTERMEDIATE IN THE PHOSPHINE-RHODIUM ASSISTED ASYMMETRIC HYDROGENATION OF BETA-METHYLENE ACIDS
ACHIWA, K
HETEROCYCLES, 1981, 15 (02) : 1023 - 1026
[33] ASYMMETRIC REACTIONS CATALYZED BY CHIRAL METAL-COMPLEXES .29. CATALYTIC ASYMMETRIC HYDROGENATION WITH RHODIUM COMPLEXES OF IMPROVED DIOPS BEARING PARA-DIMETHYLAMINO GROUP ON THE BASIS OF OUR DESIGNING CONCEPT
MORIMOTO, T
CHIBA, M
ACHIWA, K
TETRAHEDRON LETTERS, 1988, 29 (37) : 4755 - 4758
[34] ASYMMETRIC REACTIONS CATALYZED BY CHIRAL METAL-COMPLEXES .45. EFFICIENT PREPARATION OF OPTICALLY-ACTIVE (S)-(-)-3-METHYL-GAMMA-BUTYROLACTONE BY CATALYTIC ASYMMETRIC HYDROGENATION USING CHIRAL N-SUBSTITUTED PYRROLIDINEBISPHOSPHINE RHODIUM COMPLEXES
TAKEDA, H
TACHINAMI, T
HOSOKAWA, S
ABURATANI, M
INOGUCHI, K
ACHIWA, K
CHEMICAL & PHARMACEUTICAL BULLETIN, 1991, 39 (10) : 2706 - 2708
[35] Highly efficient synthesis of enantioenriched β-hydroxy α-amino acid derivatives via Ir-catalyzed dynamic kinetic asymmetric hydrogenation
He, Bin
Song, Jingyuan
Yin, Congcong
Chen, Gen-Qiang
Zhang, Xumu
ORGANIC CHEMISTRY FRONTIERS, 2022, 9 (22): : 6247 - 6251
[36] ASYMMETRIC REACTIONS CATALYZED BY CHIRAL METAL-COMPLEXES .28. DESIGN OF METHOXY-SUBSTITUTED BPPM ANALOGS AND THEIR APPLICATION TO THE ASYMMETRIC-SYNTHESIS OF N-ACETYLPHENYLALANINE
TAKAHASHI, H
ACHIWA, K
CHEMICAL & PHARMACEUTICAL BULLETIN, 1988, 36 (08) : 3230 - 3233
[37] ASYMMETRIC REACTIONS CATALYZED BY CHIRAL METAL-COMPLEXES .11. HOMOGENEOUS CATALYTIC ASYMMETRIC HYDROGENATION OF (Z)-2-ACETAMIDO-3-METHYL-FUMARIC ACID ESTER, A TETRASUBSTITUTED OLEFIN
ACHIWA, K
TETRAHEDRON LETTERS, 1978, (29) : 2583 - 2584
[38] A new and highly efficient asymmetric route to cyclic α-amino phosphonates:: The first catalytic enantioselective hydrophosphonylation of cyclic imines catalyzed by chiral heterobimetallic lanthanoid complexes
Gröger, H
Saida, Y
Sasai, H
Yamaguchi, K
Martens, J
Shibasaki, M
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (13) : 3089 - 3103
[39] ASYMMETRIC REACTIONS CATALYZED BY CHIRAL METAL-COMPLEXES .44. SYNTHESIS OF AXIALLY DISSYMMETRIC BIPHENYLBISPHOSPHINE LIGANDS, BIMOPS AND ASYMMETRIC HYDROGENATIONS OF BETA-KETO ESTER AND ALPHA,BETA-UNSATURATED CARBOXYLIC-ACID CATALYZED BY THEIR RUTHENIUM (II) COMPLEXES
YAMAMOTO, N
MURATA, M
MORIMOTO, T
ACHIWA, K
CHEMICAL & PHARMACEUTICAL BULLETIN, 1991, 39 (04) : 1085 - 1087
[40] Phosphorus-chiral analogues of 1,1′-bis(diphenylphosphino)ferrocene:: Asymmetric synthesis and application in highly enantioselective rhodium-catalyzed hydrogenation reactions
Nettekoven, U
Kamer, PCJ
van Leeuwen, PWNM
Widhalm, M
Spek, AL
Lutz, M
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (11): : 3996 - 4004

← 1 2 3 4 5 →