Date of Graduation

2010

Document Type

Thesis

Degree Type

MS

Committee Chair

George O'Doherty

Abstract

A short asymmetric synthesis of the anti-cancer natural product Rugulactone has been attempted. The synthetic route begins with a mono-Krische allylation of 1,3-propane diol resulting in (S)-hex-5-ene-1,3-diol. Acylation followed by ring closing metathesis (RCM) led to the desired α-pyranone core. Similarly, we focused on the bis-Krische allylation, selective acylation and the RCM sequence towards total synthesis of various αpyranone natural products and their analogues. The progress toward this synthesis is described.

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