An expeditious and high-yield formal synthesis of hirsutene using Rh(I)-catalyzed [(5+2)+1] cycloaddition

被引:41
|
作者
Fan, Xiaohui [1 ,2 ,3 ]
Tang, Min-Xian [1 ]
Zhuo, Lian-Gang [1 ]
Tu, Yong Qiang [2 ,3 ]
Yu, Zhi-Xiang [1 ]
机构
[1] Peking Univ, BNLMS, Key Lab Bioorgan Chem & Mol Engn, Minist Educ,Coll Chem, Beijing 100871, Peoples R China
[2] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
[3] Lanzhou Univ, Dept Chem, Lanzhou 730000, Peoples R China
基金
中国国家自然科学基金;
关键词
ASYMMETRIC-SYNTHESIS; NATURAL-PRODUCTS; IDEAL SYNTHESIS; (+/-)-HIRSUTENE; DESYMMETRIZATION; (-)-HIRSUTENE; REARRANGEMENT;
D O I
10.1016/j.tetlet.2008.10.023
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An expeditious and high-yield formal synthesis of hirsutene has been achieved. This synthesis features Rh(I)-catalyzed [(5+2)+1] cycloaddition to construct a bicyclic cyclooctenone, which can be efficiently transformed to bicyclic diketone, an advanced intermediate for racemic and asymmetric syntheses of hirsutene. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:155 / 157
页数:3
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