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Elsevier, Tetrahedron Letters, 40(41), p. 7773-7777

DOI: 10.1016/s0040-4039(00)01331-9

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Diastereoselectivity in the synthesis of bicyclic titanacyclopentenes from chiral 6-hepten-1-ynes

This paper is available in a repository.
This paper is available in a repository.

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Abstract

A variety of chiral 6-hepten-1-ynes have been found to undergo cyclization to titanabicyclopentenes by (η2-propene)Ti(Oi-Pr)2 with excellent yields and degrees of exo-stereoselectivity depending on the substrate steric requirements. In the framework of a plausible cyclization mechanism several conformational features which can regulate the stereoinduction have been suggested.