MECHANISTIC ASPECTS OF THE ZEOLITE-BETA INDUCED REARRANGEMENT OF ALKOXYBENZYL ALLYL ETHERS TO ALDEHYDES AND KETONES

Authors
WENNERBERG J FREJD T
Citation
J. Wennerberg et T. Frejd, MECHANISTIC ASPECTS OF THE ZEOLITE-BETA INDUCED REARRANGEMENT OF ALKOXYBENZYL ALLYL ETHERS TO ALDEHYDES AND KETONES, Acta chemica Scandinavica, 52(1), 1998, pp. 95-99
Citations number
12
Categorie Soggetti
Chemistry,Biology
Journal title
Acta chemica Scandinavica → ACNP
ISSN journal
0904213X
Volume
52
Issue
1
Year of publication
1998
Pages
95 - 99
Database
ISI
SICI code
0904-213X(1998)52:1<95:MAOTZI>2.0.ZU;2-5
Abstract
The mechanism for the novel zeolite beta catalyzed rearrangement of al koxybenzyl allyl ethers to aldehydes and ketones has been investigated by use of cross reactions and deuterium labeling. The reaction is mai nly intramolecular and may be described as a nucleophilic attack of th e double bond on the electrophilic benzylic carbon of the ether-Lewis acid complex, followed by a 1,2-hydride (or alkyl) migration.