Total synthesis of 4α,5α,10β-trihydroxycadinane and its C4-isomer:: Structural revision of a natural sesquiterpenoid

被引：9
作者：
Fang, Lijing
Bi, Fuqiang
Zhang, Chen
Zheng, Guojun
Li, Yulin [1 ]
机构：
[1] Lanzhou Univ, State Key Lab App Organ Chem, Lanzhou 730000, Peoples R China
[2] Lanzhou Univ, Inst Organ Chem, Lanzhou 730000, Peoples R China
来源：
SYNLETT | 2006年 / 16期
关键词：
cadinane sesquiterpenes; synthesis; 4; alpha; 5; 10; beta-trihydroxycadinane; beta; STEREOSELECTIVE SYNTHESIS; CADINANE; STEREOCHEMISTRY; ADDITIONS;
D O I：
10.1055/s-2006-951480
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient approach to cadinane sesquiterpenes starting from (R)-carvone, employing a ring closing metathesis (RCM) reaction and a modified allylic diazene rearrangement as key steps, is described. The first asymmetric total syntheses of 4 alpha,5 alpha,10 beta-tri-hydroxycadinane (1) and natural 4 beta,5 alpha, 10 beta-trihydroxycadinane (2) were accomplished and the structure of natural product A was revised to 2.
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页码：2655 / 2657
页数：3
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