New C=C bond formation via nonstoichiometric titanium (IV) halide mediatedvicinal difunctionalization of alpha,beta-unsaturated acyclic ketones

Authors
Li, GG Gao, J Wei, HX Enright, M
Citation
Gg. Li et al., New C=C bond formation via nonstoichiometric titanium (IV) halide mediatedvicinal difunctionalization of alpha,beta-unsaturated acyclic ketones, ORG LETT, 2(5), 2000, pp. 617-620
Citations number
15
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
5
Year of publication
2000
Pages
617 - 620
Database
ISI
SICI code
1523-7060(20000309)2:5<617:NCBFVN>2.0.ZU;2-3
Abstract
[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 pr omoters and inexpensive commercial chemicals as starting materials, The rea ction can be performed at room temperature in a convenient vial without the protection of inert gases, Good to excellent yields and high Z/E stereosel ectivity have been realized in most cases presented (16 examples).