OLEFINATION OF DIALKYL SQUARATES BY WITTIG AND HORNER-EMMONS REACTIONS - A FACILE SYNTHESIS OF 3,4-DIOXO-1-CYCLOBUTENE-1-ACETIC ACID-ESTERS

Authors
HAYASHI K SHINADA T SAKAGUCHI K HORIKAWA M OHFUNE Y
Citation
K. Hayashi et al., OLEFINATION OF DIALKYL SQUARATES BY WITTIG AND HORNER-EMMONS REACTIONS - A FACILE SYNTHESIS OF 3,4-DIOXO-1-CYCLOBUTENE-1-ACETIC ACID-ESTERS, Tetrahedron letters, 38(40), 1997, pp. 7091-7094
Citations number
32
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
40
Year of publication
1997
Pages
7091 - 7094
Database
ISI
SICI code
0040-4039(1997)38:40<7091:OODSBW>2.0.ZU;2-8
Abstract
Olefination of dialkyl squarates 1-5 with several ylides 6 and phospho nates 7 gave the corresponding alkylidene products 8-12. In the case o f Homer-Emmons reactions, stereoselective formation of Z-alkylidene pr oducts was observed. An acid-catalyzed hydrolysis of 8-12 gave squaryl acetic acid esters 13. (C) 1997 Elsevier Science Ltd.