SYNTHESIS AND RING-CHAIN TAUTOMERISM OF STEREOISOMERIC 1,3-OXAZINES CONDENSED WITH A TERT-BUTYL-SUBSTITUTED CYCLOPENTANE RING

Authors
FULOP F BERNATH G SPITZNER R MATTINEN J PIHLAJA K
Citation
F. Fulop et al., SYNTHESIS AND RING-CHAIN TAUTOMERISM OF STEREOISOMERIC 1,3-OXAZINES CONDENSED WITH A TERT-BUTYL-SUBSTITUTED CYCLOPENTANE RING, ACH, models in chemistry, 131(3-4), 1994, pp. 435-443
Citations number
19
Categorie Soggetti
Chemistry
Journal title
ACH, models in chemistry → ACNP
ISSN journal
12178969
Volume
131
Issue
3-4
Year of publication
1994
Pages
435 - 443
Database
ISI
SICI code
1217-8969(1994)131:3-4<435:SARTOS>2.0.ZU;2-Z
Abstract
In contrast with the striking differences observed in the reactivities and spectroscopic properties of 1,2-difunctional 4-tert-butylcyclopen tane derivatives and the corresponding compounds containing no tert-bu tyl substituent, in the ring-chain tautomerism of cyclopentane-fused t etrahydro-1,3-oxazines the tert-butyl group makes only a small constan t electronic contribution. The ring-chain equilibria in each series ca n be characterized by the equation log K-x = p sigma(+) + c.