LIPASE CATALYZED RESOLUTION OF 1-TERT-BUTYLTHIO-2-ALKANOLS - ENZYME MEDIATED ROUTES TO ENANTIOMERICALLY PURE 1,2-EPOXYALKANES AND 2-ALKANOLS

被引：10

作者：

GOERGENS, U ^{[1
]}

SCHNEIDER, MP ^{[1
]}

机构：

[1] BERG UNIV GESAMTHSCH WUPPERTAL,FACHBEREICH 9,W-5600 WUPPERTAL 1,GERMANY

来源：

TETRAHEDRON-ASYMMETRY | 1992年 / 3卷 / 09期

关键词：

D O I：

10.1016/S0957-4166(00)82099-6

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A series of 1-t-butylthio-2-alkanols (R)- and (S)-1-5 were prepared via lipase catalyzed resolution of the corresponding chloroacetates (+/-)-1a-5a and further converted into the optically pure alkyloxiranes (R)-6-8 and 2-alkanols (R)-14-15

引用

页码：1149 / 1152

页数：4

共 15 条

[1] 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

[2] NUCLEAR MAGNETIC-RESONANCE ENANTIOMER REAGENTS - CONFIGURATIONAL CORRELATIONS VIA NUCLEAR MAGNETIC-RESONANCE CHEMICAL-SHIFTS OF DIASTEREOMERIC MANDELATE, O-METHYLMANDELATE, AND ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETATE (MTPA) ESTERS [J].

DALE, JA ;

MOSHER, HS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (02) :512-519

[3] A FACILE CHEMOENZYMATIC ROUTE TO ENANTIOMERICALLY PURE OXIRANES - BUILDING-BLOCKS FOR BIOLOGICALLY-ACTIVE COMPOUNDS [J].

GOERGENS, U ;

SCHNEIDER, MP .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (16) :1064-1066

[4] A FACILE ENZYME ASSISTED ROUTE TO ENANTIOMERICALLY PURE DELTA-LACTONES [J].

GOERGENS, U ;

SCHNEIDER, MP .

TETRAHEDRON-ASYMMETRY, 1992, 3 (07) :831-832

[5]

HILL RK, 1957, J AM CHEM SOC, V80, P1611

[6] MECHANISM OF NUCLEOPHILIC ALKYLIDENE TRANSFER BY SULFONIUM AND OXOSULFONIUM YLIDES [J].

JOHNSON, CR ;

SCHROECK, CW ;

SHANKLIN, JR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (22) :7424-7431

[7] THERMOSTABLE ENZYMES IN ORGANIC-SYNTHESIS .2. ASYMMETRIC REDUCTION OF KETONES WITH ALCOHOL-DEHYDROGENASE FROM THERMOANAEROBIUM-BROCKII [J].

KEINAN, E ;

HAFELI, EK ;

SETH, KK ;

LAMED, R .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (01) :162-169

[8] RESOLUTION OF RACEMIC MIXTURES VIA LIPASE CATALYSIS IN ORGANIC-SOLVENTS [J].

KIRCHNER, G ;

SCOLLAR, MP ;

KLIBANOV, AM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (24) :7072-7076

[9] A HIGHLY SELECTIVE ESTER HYDROLASE FROM PSEUDOMONAS SP FOR THE ENZYMATIC PREPARATION OF ENANTIOMERICALLY PURE SECONDARY ALCOHOLS - CHIRAL AUXILIARIES IN ORGANIC-SYNTHESIS [J].

LAUMEN, K ;

SCHNEIDER, MP .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (09) :598-600

[10] PHEROMONE SYNTHESIS .28. SYNTHESIS OF OPTICALLY-ACTIVE 2-ETHYL-1,6-DIOXASPIRO[4.4]NONANE (CHALCOGRAN), THE PRINCIPAL AGGREGATION PHEROMONE OF PITYOGENES-CHALCOGRAPHUS (L) [J].

MORI, K ;

SASAKI, M ;

TAMADA, S ;

SUGURO, T ;

MASUDA, S .

TETRAHEDRON, 1979, 35 (13) :1601-1605

← 1 2 →