THE ORIGIN OF STEREOSELECTION IN 1,3-DIPOLAR CYCLOADDITIONS TO CHIRALALKENES

Authors
RAIMONDI L
Citation
L. Raimondi, THE ORIGIN OF STEREOSELECTION IN 1,3-DIPOLAR CYCLOADDITIONS TO CHIRALALKENES, Gazzetta chimica italiana, 127(4), 1997, pp. 167-175
Citations number
103
Categorie Soggetti
Chemistry
Journal title
Gazzetta chimica italiana → ACNP
ISSN journal
00165603
Volume
127
Issue
4
Year of publication
1997
Pages
167 - 175
Database
ISI
SICI code
0016-5603(1997)127:4<167:TOOSI1>2.0.ZU;2-2
Abstract
The stereochemical outcome of the 1,3-dipolar cycloaddition reaction t o alkenes bearing an allylic stereocentre has been studied, with parti cular attention to the origin of the stereoselectivity. Steric and ste reoelectronic effects were considered for different 1,3-dipoles. The r esults find a rationale within the framework of a revised Version of H ouk's inside alkoxy theory.