Date of Award

Spring 2002

Project Type

Dissertation

Program or Major

Chemistry

Degree Name

Doctor of Philosophy

First Advisor

Charles K Zercher

Abstract

A methodology for the chain extension of N-protected amino acid beta-keto esters to gamma-keto esters utilizing a zinc carbenoid was developed. The reaction was used on amino acids containing various protective groups and a variety of side chain functionality. This method was used in the incorporation of ketomethylene isosteric amino acid replacements within amino acid sequences. The usefulness of the method on molecules supported by a solid phase was explored.

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