pi-Deficient alpha-arylsulfonyl esters as soft nucleophiles in organic synthesis

Authors
Alonso, DA Najera, C Varea, M
Citation
Da. Alonso et al., pi-Deficient alpha-arylsulfonyl esters as soft nucleophiles in organic synthesis, TETRAHEDR L, 42(50), 2001, pp. 8845-8848
Citations number
20
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
50
Year of publication
2001
Pages
8845 - 8848
Database
ISI
SICI code
0040-4039(200112)42:50<8845:PAEASN>2.0.ZU;2-C
Abstract
Different pi -deficient arylsulfonyl groups have been studied as candidates for the stabilization of a-sulfonyl esters. The 3,5-bis(trifluoromethyl)ph enylsulfonyl group has been shown to be the best substituent for the stereo selective synthesis of E-aconitates by a dialkylation-dehydrosulfinylation integrated process under PTC conditions using K2CO3 as base. (C) 2001 Elsev ier Science Ltd. All rights reserved.