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Physical Sciences and Mathematics Commons

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Longwood University

1988

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Full-Text Articles in Physical Sciences and Mathematics

Enantioselective Synthesis Of (-)-Retigeranic Acid, Teresa L. Bryant Apr 1988

Enantioselective Synthesis Of (-)-Retigeranic Acid, Teresa L. Bryant

Theses & Honors Papers

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.