Control on enantioselectivity with pressure for lipase-catalyzed esterification in supercritical carbon dioxide

被引：37

作者：

Matsuda, T ^{[1
]}

Kanamaru, R

Watanabe, K

Harada, T

Nakamura, K

机构：

[1] Ryukoku Univ, Fac Sci & Technol, Dept Chem Mat, Shiga 5202194, Japan

[2] Kyoto Univ, Chem Res Inst, Kyoto 6110011, Japan

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 47期

关键词：

supercritical carbon dioxide; lipase; enantioselectivity; trifluoromethyl alcohol; esterification;

D O I：

10.1016/S0040-4039(01)01785-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The enantioselectivity of lipase-catalyzed esterification of 1-(p-chlorophenyl)-2,2,2-trifluoroethanol in supercritical carbon dioxide changed continuously from E = 10 to 50 by decreasing the pressure at 55 degreesC. The effect of the solvent on enantioselectivity was examined without changing the kind of solvent. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：8319 / 8321

页数：3

共 29 条

[1]

Cernia E, 1997, METHOD ENZYMOL, V286, P495

[2] QUANTITATIVE-ANALYSES OF BIOCHEMICAL KINETIC RESOLUTIONS OF ENANTIOMERS [J].

CHEN, CS ;

FUJIMOTO, Y ;

GIRDAUKAS, G ;

SIH, CJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (25) :7294-7299

[3] Cutinase activity and enantioselectivity in supercritical fluids [J].

Fontes, N ;

Almeida, MC ;

Peres, C ;

Garcia, S ;

Grave, J ;

Aires-Barros, MR ;

Soares, CM ;

Cabral, JMS ;

Maycock, CD ;

Barreiros, S .

INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 1998, 37 (08) :3189-3194

[4] DRASTIC SOLVENT EFFECT ON LIPASE-CATALYZED ENANTIOSELECTIVE HYDROLYSIS OF PROCHIRAL 1,4-DIHYDROPYRIDINES [J].

HIROSE, Y ;

KARIYA, K ;

SASAKI, I ;

KURONO, Y ;

EBIIKE, H ;

ACHIWA, K .

TETRAHEDRON LETTERS, 1992, 33 (47) :7157-7160

[5] AN ACCURATE EQUATION OF STATE FOR CARBON-DIOXIDE [J].

HUANG, FH ;

LI, MH ;

LEE, LL ;

STARLING, KE ;

CHUNG, FTH .

JOURNAL OF CHEMICAL ENGINEERING OF JAPAN, 1985, 18 (06) :490-496

[6] SOLVENT EFFECTS ON AN ENZYMATIC ESTER SYNTHESIS IN SUPERCRITICAL CARBON-DIOXIDE [J].

IKUSHIMA, Y ;

SAITO, N ;

YOKOYAMA, T ;

HATAKEDA, K ;

ITO, S ;

ARAI, M ;

BLANCH, HW .

CHEMISTRY LETTERS, 1993, (01) :109-112

[7] ACTIVATION OF A LIPASE TRIGGERED BY INTERACTIONS WITH SUPERCRITICAL CARBON-DIOXIDE IN THE NEAR-CRITICAL REGION [J].

IKUSHIMA, Y ;

SAITO, N ;

ARAI, M ;

BLANCH, HW .

JOURNAL OF PHYSICAL CHEMISTRY, 1995, 99 (22) :8941-8944

[8]

Ikushima Y, 1997, ADV COLLOID INTERFAC, V71-2, P259

[9] Systematic synthesis of multifluorinated α,α-difluoro-γ-lactones through intramolecular radical cyclization [J].

Itoh, T ;

Sakabe, K ;

Kudo, K ;

Ohara, H ;

Takagi, Y ;

Kihara, H ;

Zagatti, P ;

Renou, M .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (01) :252-265

[10] Homogeneous catalysis in supercritical fluids [J].

Jessop, PG ;

Ikariya, T ;

Noyori, R .

CHEMICAL REVIEWS, 1999, 99 (02) :475-493

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