Practical synthesis of Ambrox(R) from farnesyl acetate involving lipase catalyzed resolution

被引:44
作者
Tanimoto, H [1 ]
Oritani, T [1 ]
机构
[1] TOHOKU UNIV,DEPT APPL BIOL CHEM,AOBA KU,SENDAI,MIYAGI 981,JAPAN
关键词
D O I
10.1016/0957-4166(96)00203-0
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Enantiomerically pure Ambrox(R) was synthesized from (-)-13,14,15,16-tetranor-8 alpha,12-labdanediol, which was prepared by lipase catalyzed kinetic resolution of (+/-)drimane- 8,11-diol. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:1695 / 1704
页数:10
相关论文
共 18 条
[1]   NATURALLY OCCURRING LACTONES AND LACTAMES .4. FRIEDEL-CRAFTS ACYLATION OF TETRONIC ACID NUCLEUS AND SYNTHESIS OF (S)-CAROLIC ACID [J].
ANDRESEN, FH ;
SVENDSEN, A ;
BOLL, M .
ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1974, B 28 (01) :130-131
[2]   FORMAL SYNTHESIS OF (+/-)-AMBROX(R) [J].
BARCO, A ;
BENETTI, S ;
BIANCHI, A ;
CASOLARI, A ;
GUARNERI, M ;
POLLINI, GP .
TETRAHEDRON, 1995, 51 (30) :8333-8338
[3]   SYNTHESIS OF NOR-AMBREINOLIDE FROM (+)-CIS-ABIENOL [J].
BARRERO, AF ;
SANCHEZ, JF ;
ALVAREZMANZANEDA, EJ ;
ALTAREJOS, J ;
MUNOZ, M ;
HAIDOUR, A .
TETRAHEDRON, 1994, 50 (22) :6653-6662
[4]   SYNTHESIS OF AMBROX(R) FROM (-)-SCLAREOL AND (+)-CIS-ABIENOL [J].
BARRERO, AF ;
ALVAREZMANZANEDA, EJ ;
ALTAREJOS, J ;
SALIDO, S ;
RAMOS, JM .
TETRAHEDRON, 1993, 49 (45) :10405-10412
[5]   SYNTHESIS OF BIOLOGICALLY-ACTIVE DRIMANES FROM (-)-SCLAREOL [J].
BARRERO, AF ;
ALVAREZMANZANEDA, E ;
ALTAREJOS, J ;
SALIDO, S ;
RAMOS, JM .
TETRAHEDRON LETTERS, 1994, 35 (18) :2945-2948
[6]   THE SYNTHESIS OF RACEMIC AMBROX [J].
BUCHI, G ;
WUEST, H .
HELVETICA CHIMICA ACTA, 1989, 72 (05) :996-1000
[7]   SYNTHESIS OF AMBERGRIS FRAGRANCE CHEMICALS FROM SCLAREOL, INVOLVING PALLADIUM CATALYZED KEY STEPS [J].
COSTEMANIERE, IC ;
ZAHRA, JP ;
WAEGELL, B .
TETRAHEDRON LETTERS, 1988, 29 (09) :1017-1020
[8]   CONFIGURATION-ODOR RELATIONSHIPS IN 5-BETA-AMBROX [J].
ESCHER, S ;
GIERSCH, W ;
NICLASS, Y ;
BERNARDINELLI, G ;
OHLOFF, G .
HELVETICA CHIMICA ACTA, 1990, 73 (07) :1935-1947
[9]  
HEATHCOCK CH, 1983, TOTAL SYNTHESIS NATU, V5, P169
[10]  
MORI K, 1990, LIEBIGS ANN CHEM, P361