A convenient synthesis of (+)-albicanol based on enzymatic function: total syntheses of (+)-albicanyl acetate, (-)-albicanyl 3,4-dihydroxycinnamate, (-)-drimenol, (-)-drimenin and (-)-ambrox

被引:53
作者
Akita, H [1 ]
Nozawa, M [1 ]
Mitsuda, A [1 ]
Ohsawa, H [1 ]
机构
[1] Toho Univ, Sch Pharmaceut Sci, Funabashi, Chiba 2748510, Japan
关键词
D O I
10.1016/S0957-4166(00)00076-8
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
By using lipase 'PL-266' from Alcaligenes sp. enantioselective acetylation of (+/-)-albicanol 4 with isopropenyl acetate gave the enantiomerically pure (+)-albicanyl acetate 3 and (+)-albicanol 4. Deprotection of (+)-3 afforded the natural (+)-albicanol 4 which was converted to the natural products (-)-albicanyl 3,4-dihydroxycinnamate 7, (-)-drimenol 8, (-)-drimenin 9 and (-)-ambrox 10. (C) 2000 Elsevier Science Ltd. All rights reserved.
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页码:1375 / 1388
页数:14
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