Higher order homologation of carboxylic acids to acids, alpha- keto acids, and malonic acids via the radical chemistry of thiohydroxamates /
| Main Author: | |
|---|---|
| Other Authors: | , , |
| Format: | Thesis Book |
| Language: | English |
| Published: |
1993.
|
| Subjects: | |
| Online Access: | ProQuest, Abstract Link to OAKTrust copy |
| Abstract: | Carboxylic acids, α-keto acids and malonic acid derivatives are abundant in nature. The biological significance of these compounds and their metabolites is tremendous. There are a large number of publications that have appeared over the years dealing with their synthesis. Most of the methods are applicable under certain conditions, but often the starting materials are not commercially available, and some reaction steps may be too harsh for the other functional groups in a given molecule. We have developed simple and novel methods for the synthesis of homoacids, α-keto acids and malonic acids from carboxylic acids. These methods are based on the generation of an alkyl radical from a N-acyloxy pyridine-2-thione (24) (commonly known as a Barton ester) and its subsequent trapping with electron withdrawing olefins. To achieve our goal, different olefins were preapared and studied for the first time as radical acceptors. |
|---|---|
| Item Description: | Vita. "Major subject: Chemistry." In title, symbol for Greek letter alpha is used. |
| Physical Description: | xi, 187 leaves : illustrations ; 28 cm |
| Bibliography: | Includes bibliographical references. |