Synthesis and absolute stereochemistry of marine nor-sesquiterpene austrodoric acid

被引:19
作者
Kulcitki, V [1 ]
Ungur, N [1 ]
Gavagnin, M [1 ]
Carbone, M [1 ]
Cimino, G [1 ]
机构
[1] CNR, Ist Chim Biomol, I-80078 Pozzuoli, NA, Italy
关键词
D O I
10.1016/j.tetasy.2003.10.024
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
An enantiospecific synthesis of the nor-sesquiterpene austrodoric acid 1, recently isolated from an Antarctic marine mollusk, has been achieved. The synthetic strategy was based on the ring contraction of a suitable homo-drimanic epoxide,3, easily obtained from commercial (+)-sclareolide 4. The absolute configuration of natural austrodoric acid, not determined previously, has been now established by analyzing the CD profile of synthetic 1, which was the same as the natural compound. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码:423 / 428
页数:6
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