Accession Number:

AD0645488

Title:

STUDIES IN RING EXPANSION.

Descriptive Note:

Final scientific rept. 1 Jan 63-31 Dec 66,

Corporate Author:

GLASGOW UNIV (SCOTLAND) DEPT OF CHEMISTRY

Personal Author(s):

• Buchanan,G. L.

Report Date:

1966-12-31

Pagination or Media Count:

11.0

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

Descriptors:

• *MONOCYCLIC COMPOUNDS
• *CYCLOALKANES
• *CYCLOALKENES
• *ALKALOIDS
• SYNTHESIS(CHEMISTRY)
• SYNTHESIS(CHEMISTRY)
• SYNTHESIS(CHEMISTRY)
• SYNTHESIS(CHEMISTRY)
• POLYCYCLIC COMPOUNDS
• CYCLOOCTANES
• CHEMICAL REACTIONS
• KETONES
• CARBOXYLIC ACIDS
• COLCHICINE
• STEREOCHEMISTRY
• UNITED KINGDOM

Subject Categories:

• Organic Chemistry

Distribution Statement:

APPROVED FOR PUBLIC RELEASE