Optically active β-ketoiminato cationic cobalt(III) complexes:: Efficient catalysts for enantioselective carbonyl-ene reaction of glyoxal derivatives

被引：60

作者：

Kezuka, S ^{[1
]}

Ikeno, T ^{[1
]}

Yamada, T ^{[1
]}

机构：

[1] Keio Univ, Fac Sci & Technol, Dept Chem, Kohoku Ku, Yokohama, Kanagawa 2238522, Japan

来源：

ORGANIC LETTERS | 2001年 / 3卷 / 12期

关键词：

D O I：

10.1021/ol015980m

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHCIS] Optically active beta -ketoiminato cationic cobalt(lll) complexes were synthesized as effective Lewis acid catalysts for the enantioselective carbonylene reaction, In the presence of a catalytic amount of cobalt(lll) hexafluoroantimonate derived from the optically active 1,2-diphenyl-1,2-ethanediamine, the carbonyl-ene reaction with a variety of alkenes and glyoxal derivatives smoothly proceeded to afford the corresponding homoallylic alcohols in good-to high yields with high enantioselectivities.

引用

页码：1937 / 1939

页数：3

共 39 条

[31] Enantioselective Borohydride Reduction of Ketones Catalyzed by Optically Active Cobalt(II) Complexes: Achievement of High Enantioselection by Modified Borohydrides with Furfuryl Alcohol Derivatives
Chem Lett, 9 (737):
[32] Practical and efficient enantioselective borohydride reduction of aromatic ketones catalyzed by optically active cobalt(II) complexes using pre-modified borohydride
Sugi, KD
Nagata, T
Yamada, T
Mukaiyama, T
CHEMISTRY LETTERS, 1996, (12) : 1081 - 1082
[33] STEREOSPECIFIC INFLUENCES IN METAL COMPLEXES CONTAINING OPTICALLY ACTIVE LIGANDS .3. THE REACTION OF DICHLOROBIS-(ETHYLENEDIAMINE)-COBALT(III) CHLORIDE WITH LEVO-PROPYLENEDIAMINE
DWYER, FP
SARGESON, AM
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1959, 81 (20) : 5269 - 5272
[34] STEREOSELECTIVITY IN REACTIONS OF METAL-COMPLEXES .13. STEREOSELECTIVITY AND CHIRAL RECOGNITION IN THE ELECTRON-TRANSFER REACTION BETWEEN SPINACH FERREDOXIN AND OPTICALLY-ACTIVE COBALT(III) COMPLEXES
BERNAUER, K
MONZIONE, M
SCHURMANN, P
VIETTE, V
HELVETICA CHIMICA ACTA, 1990, 73 (02) : 346 - 352
[35] ISOMERS OF COBALT(III) COMPLEXES CONTAINING QUADRIDENTATE LIGANDS WITH A 6-MEMBERED CHELATE RING - OPTICALLY-ACTIVE 2,3,2-TET DERIVATIVES
AJIOKA, M
YANO, S
SABURI, M
YOSHIKAWA, S
INORGANIC CHEMISTRY, 1981, 20 (03) : 884 - 890
[36] STEREOSELECTIVITY INDUCED BY AN OPTICALLY-ACTIVE CATIONIC COBALT(III) COMPLEX ION ON THE OUTER-SPHERE REDOX REACTION BETWEEN RACEMIC BINUCLEAR MOLYBDENUM(V) ANIONS AND HEXACHLOROIRIDATE(IV) IN WATER
SASAKI, Y
MEGURO, K
SAITO, K
INORGANIC CHEMISTRY, 1986, 25 (13) : 2277 - 2278
[37] HIGHLY EFFICIENT PREPARATION OF OPTICALLY-ACTIVE 5-HYDROXY-3-OXOESTERS BY ENANTIOSELECTIVE REACTION OF DIKETENE WITH ALDEHYDES PROMOTED BY NOVEL CHIRAL SCHIFF BASE-TITANIUM ALKOXIDE COMPLEXES
HAYASHI, M
TANAKA, K
OGUNI, N
TETRAHEDRON-ASYMMETRY, 1995, 6 (08) : 1833 - 1836
[38] The first catalytic enantioselective Diels-Alder reactions of 1,2-dihydropyridine: efficient syntheses of optically active 2-azabicyclo[2.2.2]octanes with chiral BINAM derived Cr(III) salen complexes
Takenaka, N
Huang, Y
Rawal, VH
TETRAHEDRON, 2002, 58 (41) : 8299 - 8305
[39] OPTICALLY-ACTIVE TRANSITION-METAL COMPOUNDS - PREPARATION, STRUCTURE, ABSOLUTE-CONFIGURATION, AND CONFORMATIONAL-ANALYSIS OF CHIRAL PSEUDOOCTAHEDRAL COBALT(III) PHOSPHONATO AND PHOSPHINATO COMPLEXES - OPTICAL INDUCTION IN THE TRANSITION-METAL ARBUZOV REACTION
BRUNNER, H
JABLONSKI, CR
JONES, PG
ORGANOMETALLICS, 1988, 7 (06) : 1283 - 1292

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