SELECTIVE EPOXIDATION OF MONOTERPENES WITH METHYLTRIOXORHENIUM AND H2O2

Citation
Alv. Dep et al., SELECTIVE EPOXIDATION OF MONOTERPENES WITH METHYLTRIOXORHENIUM AND H2O2, Tetrahedron letters, 39(46), 1998, pp. 8521-8524
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
39
Issue
46
Year of publication
1998
Pages
8521 - 8524
Database
ISI
SICI code
0040-4039(1998)39:46<8521:SEOMWM>2.0.ZU;2-4
Abstract
In the presence of pyridine as a co-catalyst, CH3ReO3 catalyses the ep oxidation of terpenes such as alpha-pinene with H2O2 with minimal rear rangement of the epoxide. Pyridine is also critical to suppress isomer isation of the olefin substrate (in case of nerol, geraniol). The reac tion can be directed towards selective single or double epoxidation, o r in one step towards the rearranged product (e.g. from linalool to th e ring-closure product linalool oxide). (C) 1998 Published by Elsevier Science Ltd. All rights reserved.