Semester

Fall

Date of Graduation

2008

Document Type

Thesis

Degree Type

MS

College

Eberly College of Arts and Sciences

Department

Chemistry

Committee Chair

George O'Doherty.

Abstract

A short asymmetric synthesis of (R)-(+)-Goniothalamin oxide was developed and synthesized using a Leighton asymmetric allylation reaction and Grubbs ring-closing metathesis. (R)-(+)-Goniothalamin oxide is a styryl lactone that exhibits anti-cancer activity against a variety of cancer cell lines including MCF-7, T47D, and MDA-MB-231. The methododology of asymmetric allylation is also demonstrated on intermediates of RK-397, which is a 32-membered oxopolyene macrolide with anti-cancer activity.

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