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

Authors
Banti, D Cicogna, F Di Bari, L Caporusso, AM
Citation
D. Banti et al., Diastereoselectivity in the synthesis of bicyclic titanacyclopentenes fromchiral 6-hepten-1-ynes, TETRAHEDR L, 41(40), 2000, pp. 7773-7777
Citations number
12
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
40
Year of publication
2000
Pages
7773 - 7777
Database
ISI
SICI code
0040-4039(20000930)41:40<7773:DITSOB>2.0.ZU;2-O
Abstract
A variety of chiral 6-hepten-1-ynes have been found to undergo cyclization to titanabicyclopentenes by (eta(2)-propene)Ti(Oi-Pr)(2) with excellent yie lds 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 s uggested. (C) 2000 Published by Elsevier Science Ltd.