eprintid: 22287
rev_number: 28
userid: 1418
dir: disk0/00/02/22/87
datestamp: 2014-07-18 21:00:18
lastmod: 2021-06-12 23:55:04
status_changed: 2014-07-18 21:00:18
type: article
metadata_visibility: show
item_issues_count: 0
eprint_status: archive
creators_name: Iserloh, U
creators_name: Curran, DP
creators_name: Kanemasa, S
creators_email: 
creators_email: curran@pitt.edu
creators_email: 
creators_id: 
creators_id: CURRAN
creators_id: 
title: Enantioselective conjugate radical addition reactions mediated by chiral Lewis acid complexes of (R,R)-4,6-dibenzofurandiyl-2,2'-bis(4- phenyloxazoline) (DBFOX/Ph)
ispublished: pub
divisions: sch_as_chemistry
full_text_status: public
abstract: A high-yielding synthesis (50% overall yield) of tridentate bisoxazoline ligand (R,R)-4,6-dibenzofurandiyl-2,2'-bis(4-phenyloxazoline) (DBFOX/Ph) was developed. DBFOX/Ph was subsequently tested in enantioselective conjugate radical additions onto 3-(3-phenyl-2-propenoyl)-2-oxazolidinone. Two dozen Lewis acids were evaluated, and Mg(ClO4)2 emerged as the best Lewis acid in terms of yield and enantioselectivity (100% yield, 75.4% ee (S)).
date: 1999-06-18
date_type: published
publication: Tetrahedron Asymmetry
volume: 10
number: 12
pagerange: 2417 - 2428
refereed: TRUE
issn: 0957-4166
id_number: 10.1016/S0957-4166(99)00238-4
citation:   Iserloh, U and Curran, DP and Kanemasa, S  (1999) Enantioselective conjugate radical addition reactions mediated by chiral Lewis acid complexes of (R,R)-4,6-dibenzofurandiyl-2,2'-bis(4- phenyloxazoline) (DBFOX/Ph).  Tetrahedron Asymmetry, 10 (12).  2417 - 2428.  ISSN 0957-4166     
document_url: http://d-scholarship-dev.library.pitt.edu/22287/1/licence.txt