New C=C bond formation via nonstoichiometric titanium (IV) halide mediated vicinal difunctionalization of α,β-unsaturated acyclic ketones

被引:88
作者
Li, GG [1 ]
Gao, J [1 ]
Wei, HX [1 ]
Enright, M [1 ]
机构
[1] Texas Tech Univ, Dept Chem & Biochem, Lubbock, TX 79409 USA
关键词
D O I
10.1021/ol9904040
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Highly stereoselective vicinal difuctionalization of alpha,beta-unsaturated ketones for the synthesis of multifunctionalized trisubstituted alkenes is described. The new reaction employs titanium(IV) halides (0.5 equiv) as promoters and inexpensive commercial chemicals as starting materials, The reaction can be performed at room temperature in a convenient vial without the protection of inert gases, Good to excellent yields and high Z/E stereoselectivity have been realized in most cases presented (16 examples).
引用
收藏
页码:617 / 620
页数:4
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