A FACILE SYNTHESIS OF (2R,3E)-4-IODOBUT-3-EN-2-OL AND (2S,3E)-4-IODOBUT-3-EN-2-YL CHLOROACETATE

被引：7

作者：

BANZIGER, M

GRIFFITHS, GJ

MCGARRITY, JF

机构：

[1] Research Department Lonza AG

来源：

TETRAHEDRON-ASYMMETRY | 1993年 / 4卷 / 04期

关键词：

D O I：

10.1016/S0957-4166(00)80180-9

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

(2R,3E)-4-Iodobut-3-en-2-ol ((R)-1) and (2S,3E)-4-Iodobut-3-en-2-yl chloroacetate ((S)-7) of high enantiomeric purity can be prepared by a lipase catalysed kinetic resolution of racemic (E)-4-Iodobut-3-en-2-yl chloroacetate (7). The alcohol (R)-1 can be separated from the ester (S)-7 by a simple distillation.

引用

收藏

页码：723 / 726

页数：4

相关论文

共 21 条

[1] TRANS-BETA-CHLOROVINYL KETONES + TRANS- ( BETA-ACYLVINYL ) TRIMETHYLAMMONIUM CHLORIDES [J].

BENSON, WR ;

POHLAND, AE .

JOURNAL OF ORGANIC CHEMISTRY, 1964, 29 (02) :385-&

[2] LIPASE-MEDIATED RESOLUTIONS OF SPAC REACTION-PRODUCTS [J].

BURGESS, K ;

HENDERSON, I .

TETRAHEDRON-ASYMMETRY, 1990, 1 (02) :57-60

[3] OPTICALLY-ACTIVE BUILDING-BLOCKS FROM THE SPAC REACTION - A COMPLETELY ASYMMETRIC-SYNTHESIS OF (4S-CIS)-5-(CYCLOHEXYLMETHYL)-4-HYDROXY-2-PYRROLIDINONE, A STATINE ANALOG [J].

BURGESS, K ;

CASSIDY, J ;

HENDERSON, I .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (06) :2050-2058

[4] ENANTIOSELECTIVE ESTERIFICATIONS OF UNSATURATED ALCOHOLS MEDIATED BY A LIPASE PREPARED FROM PSEUDOMONAS SP [J].

BURGESS, K ;

JENNINGS, LD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (16) :6129-6139

[5] A NEW SYSTEM FOR CATALYTIC ENANTIOSELECTIVE REDUCTION OF ACHIRAL KETONES TO CHIRAL ALCOHOLS - SYNTHESIS OF CHIRAL ALPHA-HYDROXY ACIDS [J].

COREY, EJ ;

BAKSHI, RK .

TETRAHEDRON LETTERS, 1990, 31 (05) :611-614

[6] AN EFFICIENT PREPARATION OF OPTICALLY-ACTIVE (E)-GAMMA-HYDROXY-ALPHA,BETA-UNSATURATED PHENYL SULFONES USING LIPASE-MEDIATED ACYLATIONS [J].

DOMINGUEZ, E ;

CARRETERO, JC ;

FERNANDEZMAYORALAS, A ;

CONDE, S .

TETRAHEDRON LETTERS, 1991, 32 (38) :5159-5162

[7] ENZYME-CATALYZED ASYMMETRIZATION OF BIS(HYDROXYMETHYL)-TETRAHYDROFURANS [J].

ESTERMANN, H ;

PRASAD, K ;

SHAPIRO, MJ ;

REPIC, O ;

HARDTMANN, GE ;

BOLSTERLI, JJ ;

WALKINSHAW, MD .

TETRAHEDRON LETTERS, 1990, 31 (04) :445-448

[8] 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

[9] ENZYMATIC PREPARATION OF ENANTIOMERICALLY PURE AND SELECTIVELY PROTECTED 1,2-DIOLS AND 1,3-DIOLS [J].

GOERGENS, U ;

SCHNEIDER, MP .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (16) :1066-1068

[10] ENZYMES AS SELECTIVE REAGENTS IN ORGANIC-SYNTHESIS - ENANTIOSELECTIVE PREPARATION OF ASYMMETRIZED TRIS(HYDROXYMETHYL)METHANE [J].

GUANTI, G ;

BANFI, L ;

NARISANO, E .

TETRAHEDRON LETTERS, 1989, 30 (20) :2697-2698