PREPARATION OF HIGHLY ENANTIOPURE PYRIDYLETHANOLS BY BAKERS-YEAST REDUCTIONS

被引：15

作者：

BAILEY, D

OHAGAN, D

DYER, U

LAMONT, RB

机构：

[1] UNIV DURHAM,DEPT CHEM,SCI LABS,S RD,DURHAM DH1 3LE,ENGLAND

[2] GLAXO GRP RES LTD,WARE SG12 ODP,HERTS,ENGLAND

[3] GLAXO GRP RES LTD,GREENFORD UB6 0HE,MIDDX,ENGLAND

来源：

TETRAHEDRON-ASYMMETRY | 1993年 / 4卷 / 06期

关键词：

D O I：

10.1016/S0957-4166(00)80237-2

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Bakers' yeast is used to prepare 3a, 4a and 5a in high enantiomeric purity by addition of allyl alcohol to the reaction. The double reduction of 2,6-diacetylpyridine 2 with bakers' yeast leads to 5a with essentially complete enantiomeric purity predicted to be 99.97%ee.

引用

页码：1255 / 1258

页数：4

共 9 条

[1] PREPARATION AND ABSOLUTE STEREOCHEMISTRY OF ISOMERIC PYRIDYLETHANOLS AND THREO-DI(2-PYRIDYL)ETHANEDIOL
IMUTA, M
ZIFFER, H
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (18) : 3530 - 3532
[2] STEREOCHEMICAL CONTROL IN MICROBIAL REDUCTION .8. STEREOCHEMICAL CONTROL IN MICROBIAL REDUCTION OF BETA-KETO-ESTERS
NAKAMURA, K
KAWAI, Y
OKA, S
OHNO, A
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1989, 62 (03) : 875 - 879
[3] STEREOCHEMICAL CONTROL IN MICROBIAL REDUCTION .5. EFFECT OF ALLYL ALCOHOL ON REDUCTION OF BETA-KETO-ESTERS BY BAKERS-YEAST
NAKAMURA, K
INOUE, K
USHIO, K
OKA, S
OHNO, A
[J]. CHEMISTRY LETTERS, 1987, (04) : 679 - 682
[4] ON THE APPLICATION OF HAMILTONS RATIO TEST TO THE ASSIGNMENT OF ABSOLUTE-CONFIGURATION AND AN ALTERNATIVE TEST
ROGERS, D
[J]. ACTA CRYSTALLOGRAPHICA SECTION A, 1981, 37 (SEP): : 734 - 741
[5] PREPARATION OF OPTICALLY PURE PYRIDYL-1-ETHANOLS
SEEMAYER, R
SCHNEIDER, MP
[J]. TETRAHEDRON-ASYMMETRY, 1992, 3 (07) : 827 - 830
[6] SERVI S, 1990, SYNTHESIS-STUTTGART, P1
[7] STEREOCHEMICAL CONTROL OF YEAST REDUCTIONS .5. CHARACTERIZATION OF THE OXIDOREDUCTASES INVOLVED IN THE REDUCTION OF BETA-KETO-ESTERS
SHIEH, WR
GOPALAN, AS
SIH, CJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (10) : 2993 - 2994
[8] NONLINEAR RELATIONSHIP BETWEEN THE ENANTIOSELECTIVITIES FOR ASYMMETRIC REACTIONS OF MONOFUNCTIONAL AND BIFUNCTIONAL SUBSTRATES - SYNTHESIS OF PRACTICALLY OPTICALLY PURE DIOLS BY THE CATALYTIC ENANTIOSELECTIVE DIETHYLATION OF TEREPHTHALALDEHYDE
SOAI, K
HORI, H
KAWAHARA, M
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (02) : 106 - 108
[9] SYNTHESIS OF OPTICALLY-ACTIVE HETERO ALKYLARYL ALCOHOLS BY BAKER YEAST
TAKESHITA, M
TERADA, K
AKUTSU, N
YOSHIDA, S
SATO, T
[J]. HETEROCYCLES, 1987, 26 (12) : 3051 - 3054

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