Reductive coupling of terpenic allylic halides catalyzed by CP2TiCl:: A short and efficient asymmetric synthesis of onocerane triterpenes

被引:54
作者
Barrero, AF [1 ]
Herrador, MM [1 ]
del Moral, JFQ [1 ]
Arteaga, P [1 ]
Arteaga, JF [1 ]
Piedra, M [1 ]
Sánchez, EM [1 ]
机构
[1] Univ Granada, Dept Organ Chem, Inst Biotechnol, E-18071 Granada, Spain
关键词
D O I
10.1021/ol050335r
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Titanocene chloride catalyzes the regioselective alpha,alpha '-homocoupling of terpenic allylic halides. This process has been employed in the short and effective synthesis of terpenoids such as beta-onoceradiene (1), beta-onocerin (2), and squalene (3). Evidence is presented for eta(1)-allyltitanium species being involved in the coupling.
引用
收藏
页码:2301 / 2304
页数:4
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