Nucleophilic displacement of homoallylic tosylates: influence of steric hindrance and conformational rigidity

Authors
Fernandez-Mateos, A Rentzsch, M Sanchez, LR Gonzalez, RR
Citation
A. Fernandez-mateos et al., Nucleophilic displacement of homoallylic tosylates: influence of steric hindrance and conformational rigidity, TETRAHEDRON, 57(23), 2001, pp. 4873-4879
Citations number
11
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
57
Issue
23
Year of publication
2001
Pages
4873 - 4879
Database
ISI
SICI code
0040-4020(20010604)57:23<4873:NDOHTI>2.0.ZU;2-5
Abstract
A comparative study on the nucleophilic displacement of homoallylic tosylat es with different degrees of hindrance and rigidity is reported. pi Bond pa rticipation is favoured by hindrance and rigidity, and also by weak nucleop hiles such as water or dimethylformamide. (C) 2001 Elsevier Science Ltd. Al l rights reserved.