Baker's yeast catalyzed asymmetric reduction in glycerol

被引：75

作者：

Wolfson, Adi ^{[1
]}

Dlugy, Christina ^{[1
]}

Tavor, Dorith ^{[1
]}

Blumenfeld, Janine ^{[1
]}

Shotland, Yoram ^{[1
]}

机构：

[1] Sami Shamoon Coll Engn, Green Proc Ctr, Dept Chem Engn, IL-84100 Beer Sheva, Israel

来源：

TETRAHEDRON-ASYMMETRY | 2006年 / 17卷 / 14期

关键词：

D O I：

10.1016/j.tetasy.2006.07.026

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Free and immobilized baker's yeast were successfully employed in the asymmetric hydrogenations of prochiral beta-keto esters and ketones in glycerol. The activities with immobilized cells were always higher then with free cells while the enantio selectivity was very high (99%) with both catalysts. Using glycerol, a non-toxic, biodegradable and recyclable liquid, as an environmentally friendly solvent allowed easy separation of the product by simple extraction with diethyl ether. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：2043 / 2045

页数：3

共 18 条

[1] Immobilization affects the rate and enantioselectivity of 3-oxo ester reduction by baker's yeast [J].

Buque, EM ;

Chin-Joe, I ;

Straathof, AJJ ;

Jongejan, JA ;

Heijnen, JJ .

ENZYME AND MICROBIAL TECHNOLOGY, 2002, 31 (05) :656-664

[2] Immobilized baker's yeast reduction of ketones in an ionic liquid, [bmim]PF6 and water mix [J].

Howarth, J ;

James, P ;

Dai, JF .

TETRAHEDRON LETTERS, 2001, 42 (42) :7517-7519

[3] A NEW TECHNIQUE FOR THE PRODUCTION OF IMMOBILIZED BIOCATALYST IN LARGE QUANTITIES [J].

HULST, AC ;

TRAMPER, J ;

VANTRIET, K ;

WESTERBEEK, JMM .

BIOTECHNOLOGY AND BIOENGINEERING, 1985, 27 (06) :870-876

[4] THE USE OF ORGANIC-SOLVENT SYSTEMS IN THE YEAST MEDIATED REDUCTION OF ETHYL ACETOACETATE [J].

JAYASINGHE, LY ;

KODITUWAKKU, D ;

SMALLRIDGE, AJ ;

TREWHELLA, MA .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1994, 67 (09) :2528-2531

[5]

Jiang Q, 2002, ENZYME MICROB TECH, V30, P721, DOI 10.1016/S0141-0229(02)00048-0

[6] The use of liquefied petroleum gas (LPG) as a solvent for yeast reactions [J].

Johns, MK ;

Smallridge, AJ ;

Trewhella, MA .

TETRAHEDRON LETTERS, 2001, 42 (25) :4261-4262

[7] Whole-cell biocatalysis in organic media [J].

León, R ;

Fernandes, P ;

Pinheiro, HM ;

Cabral, JMS .

ENZYME AND MICROBIAL TECHNOLOGY, 1998, 23 (7-8) :483-500

[8] ASYMMETRIC REDUCTIONS .12. STEREOSELECTIVE KETONE REDUCTIONS BY FERMENTING YEAST [J].

MACLEOD, R ;

PROSSER, H ;

FIKENTSCHER, L ;

MOSHER, HS ;

LANYI, J .

BIOCHEMISTRY, 1964, 3 (06) :838-&

[9] The stereoselective preparation of beta-hydroxy esters using a yeast reduction in an organic solvent [J].

Medson, C ;

Smallridge, AJ ;

Trewhella, MA .

TETRAHEDRON-ASYMMETRY, 1997, 8 (07) :1049-1054

[10] SYNTHESIS OF OPTICALLY-ACTIVE PHEROMONES [J].

MORI, K .

TETRAHEDRON, 1989, 45 (11) :3233-3298

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