Studies in lipase catalyzed transesterifications: Synthesis of (+)-albicanol, (+)-albicanyl acetate and chiral intermediates useful in the synthesis of drimanes and labdanes

被引：12

作者：

Anilkumar, AT ^{[1
]}

Sudhir, U ^{[1
]}

Joly, S ^{[1
]}

Nair, MS ^{[1
]}

机构：

[1] CSIR, Reg Res Lab, Div Organ Chem, Thiruvananthapuram 695019, Kerala, India

来源：

TETRAHEDRON | 2000年 / 56卷 / 13期

关键词：

lipase; albicanol; albicanyl acetate; chiral intermediates; drimanes; labdanes;

D O I：

10.1016/S0040-4020(00)00096-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chiral intermediates [(-)-8, (+)-9, (-)-9, (+)-10, (-)-10, (+)-11] useful in the synthesis of drimanes and labdanes, as well as optically active albicanol 1 and albicanyl acetate 2, have been synthesized using enzymatic transesterification as the key step. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：1899 / 1903

页数：5

共 15 条

[1] ELECTROPHILIC CYCLIZATION OF POLYENE ALLYLSILANES - SYNTHESIS OF ALBICANYL ACETATE
ARMSTRONG, RJ
HARRIS, FL
WEILER, L
[J]. CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1982, 60 (05): : 673 - 675
[2] THE SYNTHESIS OF RACEMIC AMBROX
BUCHI, G
WUEST, H
[J]. HELVETICA CHIMICA ACTA, 1989, 72 (05) : 996 - 1000
[3] TERPENOIDS FROM THE DORID NUDIBRANCH CADLINA-LUTEOMARGINATA
HELLOU, J
ANDERSEN, RJ
THOMPSON, JE
[J]. TETRAHEDRON, 1982, 38 (13) : 1875 - 1879
[4] THE OCCURRENCE AND BIOLOGICAL-ACTIVITY OF DRIMANE SESQUITERPENOIDS
JANSEN, BJM
DEGROOT, A
[J]. NATURAL PRODUCT REPORTS, 1991, 8 (03) : 309 - 318
[5] 1,3-DIOL FRAGMENTATION USING A REACTIVE BENZYLIC HYDROXYL GROUP AS A NUCLEOFUGE - SYNTHESIS OF A TOBACCO SESQUITERPENE
KATO, M
TOOYAMA, Y
YOSHIKOSHI, A
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1991, 64 (01) : 50 - 56
[6] LIAPIS M, 1985, J CHEM SOC PERK T 1, P815, DOI 10.1039/p19850000815
[7] Lombardo L., 1987, Organic Syntheses, V65, P81, DOI [10.15227/orgsyn.065.0081, DOI 10.15227/ORGSYN.065.0081]
[8] MORI K, 1986, B SOC CHIM BELG, V95, P771
[9] LIPASE-CATALYZED REGIOSELECTIVE ACYLATION - A FACILE METHOD FOR THE SYNTHESIS OF COMMERCIALLY IMPORTANT AMBROX((R)) INTERMEDIATE
NAIR, MS
ANILKUMAR, AT
[J]. BIOTECHNOLOGY LETTERS, 1994, 16 (02) : 161 - 162
[10] FACILE SYNTHESIS OF THE VERSATILE SYNTHON 1-METHYLENE-5,5,8A-TRIMETHYL-2-OXODECAHYDRONAPHTHALENE
NAIR, MS
ANILKUMAR, AT
[J]. SYNTHETIC COMMUNICATIONS, 1994, 24 (08) : 1085 - 1090

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