Novel C-2-symmetric chiral bisoxazoline ligands in rhodium(I)-catalyzed asymmetric hydrosilylation

被引：65

作者：

Imai, Y ^{[1
]}

Zhang, WB ^{[1
]}

Kida, T ^{[1
]}

Nakatsuji, Y ^{[1
]}

Ikeda, I ^{[1
]}

机构：

[1] OSAKA UNIV,FAC ENGN,DEPT APPL CHEM,SUITA,OSAKA 565,JAPAN

来源：

TETRAHEDRON-ASYMMETRY | 1996年 / 7卷 / 08期

关键词：

D O I：

10.1016/0957-4166(96)00304-7

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Novel C-2-symmetric chiral bisoxatoline ligands with four asymmetric centers were readily synthesized from the two enantiomers of tartaric acid and several aminoacids via the corresponding bis(beta-hydroxylamide)s and dimesylates as successive intermediates. With these novel chiral bisoxazoline ligands, rhodium(I)-catalyzed hydrosilylation of acetophenone was carried out and the effects of the combination of the four asymmetric centers as well as the substituent on oxazoline ring of the ligands on the reaction were studied. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：2453 / 2462

页数：10

共 23 条

[11]

DOYOLE MP, 1993, CATALYTIC ASYMMETRIC, P363

[12] OPTICALLY-ACTIVE PHENANTHROLINES IN ASYMMETRIC CATALYSIS .4. ENANTIOSELECTIVE HYDROSILYLATION OF ACETOPHENONE BY RHODIUM CHIRAL ALKYL PHENANTHROLINE CATALYSTS [J].

GLADIALI, S ;

PINNA, L ;

DELOGU, G ;

GRAF, E ;

BRUNNER, H .

TETRAHEDRON-ASYMMETRY, 1990, 1 (12) :937-942

[13]

HELMCHEN G, 1991, SYNLETT, P257

[14] ASYMMETRIC CATALYTIC CYCLOPROPANATION OF OLEFINS - BIS-OXAZOLINE COPPER-COMPLEXES [J].

LOWENTHAL, RE ;

ABIKO, A ;

MASAMUNE, S .

TETRAHEDRON LETTERS, 1990, 31 (42) :6005-6008

[15]

NISHIBAYASHI Y, 1995, SYNLETT, P79

[16] HIGHLY ENANTIOSELECTIVE HYDROSILYLATION OF KETONES WITH CHIRAL AND C2-SYMMETRICAL BIS(OXAZOLINYL)PYRIDINE-RHODIUM CATALYSTS [J].

NISHIYAMA, H ;

KONDO, M ;

NAKAMURA, T ;

ITOH, K .

ORGANOMETALLICS, 1991, 10 (02) :500-508

[17] NEW CHIRAL BIS(OXAZOLINYL)BIPYRIDINE LIGAND (BIPYMOX) - ENANTIOSELECTION IN THE ASYMMETRIC HYDROSILYLATION OF KETONES [J].

NISHIYAMA, H ;

YAMAGUCHI, S ;

PARK, SB ;

ITOH, K .

TETRAHEDRON-ASYMMETRY, 1993, 4 (01) :143-150

[18] ELECTRONIC SUBSTITUENT EFFECT OF NITROGEN LIGANDS IN CATALYTIC ASYMMETRIC HYDROSILYLATION OF KETONES - CHIRAL 4-SUBSTITUTED BIS(OXAZOLINYL)PYRIDINES [J].

NISHIYAMA, H ;

YAMAGUCHI, S ;

KONDO, M ;

ITOH, K .

JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (15) :4306-4309

[19] CHIRAL AND C-2-SYMMETRICAL BIS(OXAZOLINYLPYRIDINE)RHODIUM(III) COMPLEXES - EFFECTIVE CATALYSTS FOR ASYMMETRIC HYDROSILYLATION OF KETONES [J].

NISHIYAMA, H ;

SAKAGUCHI, H ;

NAKAMURA, T ;

HORIHATA, M ;

KONDO, M ;

ITOH, K .

ORGANOMETALLICS, 1989, 8 (03) :846-848

[20] PRACTICAL ENANTIOSELECTIVE HYDROGENATION OF AROMATIC KETONES [J].

OHKUMA, T ;

OOKA, H ;

HASHIGUCHI, S ;

IKARIYA, T ;

NOYORI, R .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (09) :2675-2676

← 1 2 3 →