The synthesis of (-)-Ambrox® starting from labdanolic acid

被引:35
作者
Bolster, MG [1 ]
Jansen, BJM [1 ]
de Groot, A [1 ]
机构
[1] Univ Wageningen & Res Ctr, Organ Chem Lab, NL-6703 HB Wageningen, Netherlands
关键词
Ambrox((R)); labdanolic acid; iododecarboxylation;
D O I
10.1016/S0040-4020(01)00493-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Iododecarboxylation of labdanolic acid (1), followed by dehydrohalogenation led to alkenes 4 and 12. Both compounds were converted into (1R,2R,4aS,8aS)-1-(2-hydroxyethyl)-2,5,5,8a-tetramethyldecahydro-2-naphthalenol (8), which was transformed via cyclization into (-)-Ambrox((R)) (9). (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:5657 / 5662
页数:6
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