eprintid: 25723
rev_number: 24
userid: 1419
dir: disk0/00/02/57/23
datestamp: 2015-10-06 14:56:32
lastmod: 2021-06-12 22:55:57
status_changed: 2015-10-06 14:56:32
type: article
metadata_visibility: show
item_issues_count: 0
eprint_status: archive
creators_name: Wipf, P
creators_name: Xu, W
creators_email: pwipf@pitt.edu
creators_email: 
creators_id: PWIPF
creators_id: 
title: Zirconocene-catalyzed cationic Diels-Alder reactions
ispublished: pub
divisions: sch_as_chemistry
full_text_status: public
abstract: In situ prepared Cp2ZrCl⊕ catalyzes the formation of dioxolenium ions from α,β-unsaturated epoxy esters. As a consequence of this activation process, acrylate, methacrylate and crotonate derivatives undergo a rapid and stereoselective cationic [4+2] cycloaddition with a wide range of dienes. Ring-extended carboxylic acid derivatives are formed in 1-7 h at 0-21 °C and in 50-90% yield after saponification of the intermediate diol esters. Simple Lewis acid catalysis by Cp2ZrCl⊕ can be excluded on the basis of the experimental results. © 1995.
date: 1995-04-10
date_type: published
publication: Tetrahedron
volume: 51
number: 15
pagerange: 4551 - 4562
refereed: TRUE
issn: 0040-4020
id_number: 10.1016/0040-4020(94)01140-U
citation:   Wipf, P and Xu, W  (1995) Zirconocene-catalyzed cationic Diels-Alder reactions.  Tetrahedron, 51 (15).  4551 - 4562.  ISSN 0040-4020     
document_url: http://d-scholarship-dev.library.pitt.edu/25723/1/licence.txt