Synthesis of oxygenated spongiane-type diterpenoids from carvone

被引:8
作者
Abad, A [1 ]
Agulló, C [1 ]
Cuñat, AC [1 ]
García, AB [1 ]
机构
[1] Univ Valencia, Dept Quim Organ, E-46100 Valencia, Spain
关键词
D O I
10.1016/S0040-4039(02)01891-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new diastereo selective approach to oxygenated spongiane diterpenes starting from (R)-(-)-carvone is described. The carvone is incorporated as the B ring in the final spongiane framework using a B -->AB-->ABC-->ABCD approach, which involves an intramolecular Diels-Alder reaction and the regioselective ring-opening of a dihydrofuran ring as key synthetic steps. The structure of the key intermediate in this approach has been verified by X-ray crystallography. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:7933 / 7936
页数:4
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