COMPARATIVE AUTOXIDATION OF 3-CARENE AND ALPHA-PINENE - FACTORS GOVERNING REGIOSELECTIVE HYDROGEN ABSTRACTION REACTIONS

Authors
ROTHENBERG G YATZIV Y SASSON Y
Citation
G. Rothenberg et al., COMPARATIVE AUTOXIDATION OF 3-CARENE AND ALPHA-PINENE - FACTORS GOVERNING REGIOSELECTIVE HYDROGEN ABSTRACTION REACTIONS, Tetrahedron, 54(3-4), 1998, pp. 593-598
Citations number
39
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
54
Issue
3-4
Year of publication
1998
Pages
593 - 598
Database
ISI
SICI code
0040-4020(1998)54:3-4<593:CAO3AA>2.0.ZU;2-V
Abstract
Autoxidation reactions of 3-Carene 1 and alpha-Pinene 2 were performed using various homogeneous catalysts. Different product and regio-sele ctivities were observed. The factors that promote hydrogen abstraction (HA) reactions in both molecules are discussed, and it is proposed th at the difference in the product selectivities is due to the lack of ' 'cyclic activation'' in 2. Oxidation of 1 produced mainly 3-carene-5-o ne 3, while 2 yielded 2,3-epoxypinane 6 as the major product. (C) 1997 Elsevier Science Ltd. All rights reserved.