Synthesis in fluorous phase: a convenient synthesis of isolongifolene epoxide and its rearrangement to ketone

Citation
Ks. Ravikumar et al., Synthesis in fluorous phase: a convenient synthesis of isolongifolene epoxide and its rearrangement to ketone, J FLUORINE, 102(1-2), 2000, pp. 51-53
Citations number
13
Categorie Soggetti
Inorganic & Nuclear Chemistry
Journal title
JOURNAL OF FLUORINE CHEMISTRY
ISSN journal
00221139 → ACNP
Volume
102
Issue
1-2
Year of publication
2000
Pages
51 - 53
Database
ISI
SICI code
0022-1139(200003)102:1-2<51:SIFPAC>2.0.ZU;2-S
Abstract
Aerobic epoxidation of isolongifolene 1 with pivalaldehyde/oxygen in perflu oro-2-butyltetrahydrofuran (FC-75) in the presence of Mn(OAc)(3).2H(2)O as catalyst yielded isolongifolene-epoxide 3 in good yield. The rearrangement of isolongifolene-beta-epoxide to ketone 4 was achieved. (C) 2000 Elsevier Science S.A. All rights reserved.