Date of Award

4-20-1988

Degree Type

Honors Paper

Department

Chemistry

First Advisor

Maurice H. Maxwell, Jr. Ph.D.

Abstract

A new enantioselective convergant approach to Retigeranic acid (1) using (2+3} cyclopentene annulation methodology was used. A vinyl cyclopropane (8) intermediate was formed from the enone (9) and the bromoester (10). This product (8) was then pyrolized to yield the triquinane ring system (7). The pyrolysis product was reduced and saponified to give one enatiomer of Retigeranic acid (1) in good yield.

Included in

Chemistry Commons

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