HIGH-PRESSURE ORGANIC-CHEMISTRY .17. DIELS-ALDER REACTION OF METHYL PALUSTRATE WITH MALEIC-ANHYDRIDE AND N-PHENYLMALEIMIDE

Authors
KOTSUKI H KATAOKA M MATSUO K SUETOMO S SHIRO M NISHIZAWA H
Citation
H. Kotsuki et al., HIGH-PRESSURE ORGANIC-CHEMISTRY .17. DIELS-ALDER REACTION OF METHYL PALUSTRATE WITH MALEIC-ANHYDRIDE AND N-PHENYLMALEIMIDE, Journal of the Chemical Society. Perkin transactions. I, (22), 1993, pp. 2773-2776
Citations number
26
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
22
Year of publication
1993
Pages
2773 - 2776
Database
ISI
SICI code
0300-922X(1993):22<2773:HO.DRO>2.0.ZU;2-2
Abstract
Diels-Alder reactions of methyl palustrate with a variety of dienophil es have been investigated under high pressure conditions. Thus, on rea ction with maleic anhydride the adducts 5 (19%) and 6 (8%) are produce d and with N-phenylmaleimide compound 7 (68%) is obtained. The structu res and relative stereochemistry of these unprecedented adducts, 5 and 7, are established on the basis of spectral analysis (mainly 2D NMR) and X-ray diffraction.