ENZYME CATALYZED MONOHYDROLYSIS OF 2-ARYL-1,3-PROPANEDIOL DIACETATES - A STUDY OF STRUCTURAL EFFECTS OF THE ARYL MOIETY ON THE ENANTIOSELECTIVITY

被引：59
作者：
GUANTI, G
NARISANO, E
PODGORSKI, T
THEA, S
WILLIAMS, A
机构：
[1] CNR,CTR STUDIO DIARILOIDI,I-16132 GENOA,ITALY
[2] UNIV KENT,CHEM LABS,CANTERBURY CT2 7NH,KENT,ENGLAND
来源：
TETRAHEDRON | 1990年 / 46卷 / 20期
关键词：
D O I：
10.1016/S0040-4020(01)87892-3
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
PPL catalyzed monohydrolysis of 2-aryl substituted 13-propanediol diacetates afforded the corresponding monoacetates in acceptable to fair chemical and optical yields. Electronic effects in the aromatic ring were examined. Elaboration of some 2-arylpropanediol monoacetates to optically active 2-arylpropanols and propanoic acids was performed. © 1990.
引用
收藏
页码：7081 / 7092
页数：12
相关论文
共 40 条
[1]  
ADLER U, 1989, TETRAHEDRON LETT, V30, P1793
[2]   ENZYMATIC DIFFERENTIATION OF THE ENANTIOTOPIC HYDROXYMETHYL GROUPS OF GLYCEROL - SYNTHESIS OF CHIRAL BUILDING-BLOCKS [J].
BREITGOFF, D ;
LAUMEN, K ;
SCHNEIDER, MP .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (20) :1523-1524
[3]   SUBSTRATE SPECIFICITY OF PANCREATIC LIPASE [J].
BROCKERHOFF, H .
BIOCHIMICA ET BIOPHYSICA ACTA, 1968, 159 (02) :296-+
[4]  
CARR, 1988, CHEM ABSTR 96810Y, V111
[5]  
CHOI YM, 1986, TETRAHEDRON, V42, P6398
[6]   NOVEL SYNTHESIS OF THIOPHEN-3-MALONIC ESTERS AND THEIR SELENOPHEN ANALOGS [J].
CLAYTON, JP ;
GUEST, AW ;
TAYLOR, AW .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1979, (11) :500-501
[7]   KINETICS OF HYDROLYSIS OF DICARBOXYLIC ESTERS + THEIR ALPHA-ACETAMIDO DERIVATIVES BY ALPHA-CHYMOTRYPSIN [J].
COHEN, SG ;
CROSSLEY, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (22) :4999-&
[8]   REQUIREMENTS FOR STEREOSPECIFICITY IN HYDROLYSIS BY ALPHA-CHYMOTRYPSIN .4. HYDROXYL SUBSTITUENT - ABSOLUTE CONFIGURATIONS [J].
COHEN, SG ;
KHEDOURI, E .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1961, 83 (20) :4228-&
[9]   INVERSION OF STEROSPECIFICITY IN HYDROLYSIS BY ALPHA-CHYMOTRYPSIN - ACETOXYL SUBSTITUENT [J].
COHEN, SG ;
CROSSLEY, J ;
KLEE, LH ;
KHEDOURI, E ;
ZAND, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (11) :1685-&
[10]   SYNTHESIS OF INTERNAL STANDARDS FOR ANALYTICAL DETERMINATIONS OF PRIMIDONE AND ITS METABOLITE, PHENYLETHYLMALONAMIDE (PEMA) [J].
DUDLEY, KH ;
BIUS, DL ;
MAGUIRE, JH .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1978, 15 (06) :923-926
1234