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Synfacts 2008(5): 0525-0525
DOI: 10.1055/s-2008-1072530
DOI: 10.1055/s-2008-1072530
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York
Syntheses of Three- and Five-Membered Carbocycles via Diene-Titanium Complexes
P. Bertus*, C. Menant, C. Tanguy, J. Szymoniak*
Université de Reims Champagne-Ardenne, France
Further Information
Publication History
Publication Date:
23 April 2008 (online)
Significance
The substrate-dependent 1,2- or 1,4-dicarbanion reactivity of diene-titanium complexes, which are generated from homoallylic Grignard reagents and Ti(Oi-Pr)4 via a Kulinkovich-type pathway, is demonstrated in this article. Thus, 3-cyclopentenylamines can be selectively accessed from nitriles and spiro-vinylcyclopropane lactams/carbamates from cyanoesters and -carbonates.