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Total Synthesis of vallartanone A

Date

2014-11-12

Journal Title

Journal ISSN

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Publisher

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Type

Thesis

Degree Level

Masters

Abstract

The research presented herein describes the first enantioselective total syntheses of vallartanone A and its (8R) epimer both starting with propanoic acid and isobutyraldehyde. The key steps involved a proline-catalyzed intermolecular aldol reaction and a second aldol reaction that proceeded with kinetic resolution. It is concluded that the absolute configuration of vallartanone A should be revised to (3S,4S,8S).

Description

Keywords

vallartanone, kinetic resolution, kinetic, resolution, aldol, total synthesis

Citation

Degree

Master of Science (M.Sc.)

Department

Chemistry

Program

Chemistry

Advisor

Citation

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DOI

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