ENZYMES IN ORGANIC-SYNTHESIS .36. SYNTHESIS OF OPTICALLY-ACTIVE CIVET CONSTITUENT FROM AN ENZYME-GENERATED CHIRAL SYNTHON

被引：19

作者：

JONES, JB

HINKS, RS

机构：

[1] Department of Chemistry, University of Toronto, Toronto,ON,M5S 1A1, Canada

来源：

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE | 1987年 / 65卷 / 04期

关键词：

D O I：

10.1139/v87-119

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A synthesis of the civet constituent, (+)-(S,S)-(cw-6-methyltetrahydropyran-2-yl)acetic acid, is described, in which the key stereochemistry of the chiral starting material is set by an enantiotopically selective, porcine pancreatic lipase-catalyzed, hydrolysis of a meso diester.

引用

页码：704 / 707

页数：4

共 42 条

[31] COMBINED ENZYMATIC AND CHEMICAL SYNTHESIS OF N-METHYLLAUROTETANINE
ROSAZZA, JP
REEG, S
YANG, LM
[J]. ENZYME AND MICROBIAL TECHNOLOGY, 1986, 8 (03) : 161 - 165
[32] GAS-CHROMATOGRAPHIC ANALYSIS OF ORTHO ESTERS AS A CONVENIENT NEW GENERAL METHOD FOR DETERMINING ENANTIOMERIC PURITIES OF CHIRAL DELTA-LACTONES
SAUCY, G
BORER, R
TRULLINGER, DP
JONES, JB
LOK, KP
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (19) : 3206 - 3208
[33] D5-REACTIONS OF DOUBLY DEPROTONATED GAMMA,DELTA-UNSATURATED CARBONYL DERIVATIVES WITH ELECTROPHILES - A NOVEL-APPROACH TO THE SYNTHESIS OF TETRAHYDROFURAN AND TETRAHYDROPYRAN DERIVATIVES
SEEBACH, D
POHMAKOTR, M
SCHREGENBERGER, C
WEIDMANN, B
MALI, RS
POHMAKOTR, S
[J]. HELVETICA CHIMICA ACTA, 1982, 65 (02) : 419 - 450
[34] SYNTHESES OF (+)-(S,S)-(CIS-6-METHYLTETRAHYDROPYRAN-2-YL)ACETIC ACID AND OF (-)-(R,R)-DIDESOXY-PYRENOPHORINE USING A NEW D5-REAGENT
SEEBACH, D
POHMAKOTR, M
[J]. HELVETICA CHIMICA ACTA, 1979, 62 (03) : 843 - 846
[35] INTRAMOLECULAR ALKOXYPALLADATION CARBONYLATION OF ALKENES
SEMMELHACK, MF
BODUROW, C
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (05) : 1496 - 1498
[36] ESTER-EXCHANGE CATALYZED BY LIPASE MODIFIED WITH POLYETHYLENE-GLYCOL
TAKAHASHI, K
KODERA, Y
YOSHIMOTO, T
AJIMA, A
MATSUSHIMA, A
INADA, Y
[J]. BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1985, 131 (02) : 532 - 536
[37] VANDORP DA, 1981, EXPERIENTIA, V37, P917
[38] BIFUNCTIONAL CHIRAL SYNTHONS VIA BIOCHEMICAL METHODS .3. OPTICAL PURITY ENHANCEMENT IN ENZYMIC ASYMMETRIC CATALYSIS
WANG, YF
CHEN, CS
GIRDAUKAS, G
SIH, CJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (12) : 3695 - 3696
[39] BIFUNCTIONAL CHIRAL SYNTHONS VIA BIOCHEMICAL METHODS .4. CHIRAL PRECURSORS TO (+)-BIOTIN AND (-)-A-FACTOR
WANG, YF
SIH, CJ
[J]. TETRAHEDRON LETTERS, 1984, 25 (44) : 4999 - 5002
[40] WHITESIDES GM, 1984, 5TH IUPAC ORG SYNTH

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