Deracemization of 2-alkylcyclohexanones utilizing host-guest molecular association with optically active host compounds in basic suspension media

被引：32

作者：

Tsunoda, T

Kaku, H

Nagaku, M

Okuyama, E

机构：

[1] Faculty of Pharmaceutical Sciences, Tokushima Bunri University

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 44期

关键词：

D O I：

10.1016/S0040-4039(97)10071-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Based on host-guest inclusion complexation in the solid state, alpha-substituted cyclohexanones 2a-c were deracemized using optically active host compounds in alkaline conditions to optically active 2 in excellent chemical yield with high enantiomeric excess. (C) 1997 Elsevier Science Ltd.

引用

页码：7759 / 7760

页数：2

共 11 条

[1] ON THE MECHANISM OF THE FORMATION OF "S(-)-(1,1'-BINAPHTHALENE)-2,2'-DIOL VIA COPPER(II)AMINE COMPLEXES
BRUSSEE, J
GROENENDIJK, JLG
TEKOPPELE, JM
JANSEN, ACA
[J]. TETRAHEDRON, 1985, 41 (16) : 3313 - 3319
[2] Fehr C, 1996, ANGEW CHEM INT EDIT, V35, P2567
[3] ENANTIOSELECTIVE ALKYLATION OF KETONES VIA CHIRAL, NON-RACEMIC LITHIOENAMINES - AN ASYMMETRIC-SYNTHESIS OF ALPHA-ALKYL AND ALPHA, ALPHA'-DIALKYL CYCLIC-KETONES
MEYERS, AI
WILLIAMS, DR
ERICKSON, GW
WHITE, S
DRUELINGER, M
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (11) : 3081 - 3087
[4] ENANTIOSELECTIVE ALKYLATION AT THE ALPHA-POSITION OF CYCLIC-KETONES USING A CHIRAL LITHIUM AMIDE AS A BASE IN THE PRESENCE OF LITHIUM BROMIDE
MURAKATA, M
NAKAJIMA, M
KOGA, K
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (22) : 1657 - 1658
[5] EXTENSION OF CHROMATOGRAPHICALLY DERIVED MOLECULAR RECOGNITION CONCEPTS TO 1ST-ORDER ASYMMETRIC TRANSFORMATIONS
PIRKLE, WH
RENO, DS
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (23) : 7189 - 7190
[6] OPTICAL RESOLUTION OF 1,3-DIMETHYL-5-PHENYL-DELTA-2-PYRAZOLINE BY DIASTEREOISOMERIC COMPLEX-FORMATION WITH AN OPTICALLY-ACTIVE HOST COMPOUND - X-RAY AND MOLECULAR-STRUCTURE OF THE COMPLEX
TODA, F
TANAKA, K
INFANTES, L
FOCESFOCES, C
CLARAMUNT, RM
ELGUERO, J
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (14) : 1453 - 1454
[7] OPTICAL RESOLUTION OF METHYL PHENYL AND BENZYL METHYL SULFOXIDES AND ALKYL PHENYLSULFINATES BY COMPLEXATION WITH CHIRAL HOST COMPOUNDS DERIVED FROM TARTARIC ACID
TODA, F
TANAKA, K
OKADA, T
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (06) : 639 - 640
[8] CONVERSION OF RACEMIC CYANOHYDRIN INTO ONE OPTICALLY-ACTIVE ISOMER IN THE PRESENCE OF BRUCINE
TODA, F
TANAKA, K
[J]. CHEMISTRY LETTERS, 1983, (05) : 661 - 664
[9] OPTICAL RESOLUTION OF SELENOXIDES BY COMPLEXATION WITH OPTICALLY-ACTIVE 2,2'-DIHYDROXY-1,1'-BINAPHTHOL OR 1,6-DI(O-CHLOROPHENYL)-1,6-DIPHENYLHEXA-2,4-DIYNE-1,6-DIOL
TODA, F
MORI, K
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (17) : 1357 - 1359
[10] Design of new chiral tetraol host compounds, trans-1,4-bis[3-(o-chlorophenyl)-3-hydroxy-3-phenylprop-1-ynyl]-1,4-dihydroxy-cyclohexa-2,5-diene and its tetrahalogeno derivatives
Toda, F
Shinyama, T
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1997, (12): : 1759 - 1761

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