STUDIES IN RING EXPANSION.
Abstract
New synthetic routes to seven-membered rings were developed from bicyclo (3,2,1) octane derivatives by reactions which sever the one carbon bridge. Cycloheptanones, cycloheptenes and a tropolone were obtained using this procedure. The cycloheptene synthesis was used to build the skeleton of the alkaloid colchicine and the tropolone synthesis provides a new and unambiguous route to beta-substituted tropolones. The conformation of a cycloheptene was shown to be the chair form. Attempts to construct large rings by a variant of this procedure were unsuccessful. (Author)
Document Details
- Document Type
- Technical Report
- Publication Date
- Dec 31, 1966
- Accession Number
- AD0645488
Entities
People
- G. L. Buchanan
Organizations
- University of Glasgow