Ring closure reaction of 4-tert-butyl-4-penten-1-ol with electrophilic reagents

Authors
Mihailovic, ML Gojkovic, S Milosavljevic, S Konstantinovic, S
Citation
Ml. Mihailovic et al., Ring closure reaction of 4-tert-butyl-4-penten-1-ol with electrophilic reagents, I J CHEM B, 38(1), 1999, pp. 101-105
Citations number
10
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY
ISSN journal
03764699 → ACNP
Volume
38
Issue
1
Year of publication
1999
Pages
101 - 105
Database
ISI
SICI code
0376-4699(199901)38:1<101:RCRO4W>2.0.ZU;2-Z
Abstract
The reaction of 4-tert-butyl-4-penten-1-ol 3 with some electrophilic reagen ts (such as mineral acids, mercuric acetate, peracids) has been investigate d. It is found that in the acid (H2SO4) catalysed reaction of 3, the produc ts of 1,2-methyl rearrangement are produced. The oxymercuration/demercurati on reaction of 3 and its reaction with meta-chloroperbenzoic acid afford in high yields exclusively Markovnikov-type products.