2013•Chemical CommunicationsRequires access

Pentafulvene-derived η3-allyltitanocenes as intermediates for the stereoselective functionalization of 5-membered carbocycles

Jomy K. Joseph, Florian Jaroschik, K. V. Radhakrishnan, Jean‐Luc Vasse, Jan Szymoniak

Abstract

Allyltitanocene complexes can be generated by reacting pentafulvenes with DIBAL-H and Cp2TiCl2. Their coupling with aldehydes affords homoallylic alcohols in a highly regio- and stereoselective manner. The potential of this method for the stereoselective synthesis of cyclopentane derivatives is illustrated.

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Key concepts: Stereoselectivity, Cyclopentane, Chemistry, Surface modification, Coupling (piping), Combinatorial chemistry, Stereochemistry, Organic chemistry