An unusual Michael addition-dealkylation or elimination via the reaction of tertiary or secondary amines with a (Z)-iodoacrylate

Authors
Maw, G Thirsk, C Whiting, A
Citation
G. Maw et al., An unusual Michael addition-dealkylation or elimination via the reaction of tertiary or secondary amines with a (Z)-iodoacrylate, TETRAHEDR L, 42(47), 2001, pp. 8387-8390
Citations number
20
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
47
Year of publication
2001
Pages
8387 - 8390
Database
ISI
SICI code
0040-4039(20011119)42:47<8387:AUMAOE>2.0.ZU;2-A
Abstract
A series of (E)-ammonium or amino acrylates have been prepared via the Mich ael addition of methyl (Z)-iodoacrylate and several secondary and tertiary alkylamines. Tertiary amines undergo concomitant addition-dealkylation, alm ost quantitatively producing (E)-dialkylamino acrylates. (C) 2001 Elsevier Science Ltd. All rights reserved.