Citation
Takacs, James Michael (1981) Approaches to Asymmetric Synthesis. The Diastereoselective Alkylations of Chiral Propionamide Enolates. Dissertation (Ph.D.), California Institute of Technology. doi:10.7907/f2kf-9406. https://resolver.caltech.edu/CaltechTHESIS:05092018-115015856
Abstract
Enantioselective propionate alkylation, as a method to control acyclic methyl~bearing stereocenters, is achieved via the diastereoselective alkylation of chiral propionamide enolates. The factors which control stereoselective enolization, diastereotopic differentiation of the enolate system, and selective cleavage of the chiral auxiliary are discussed. The application to the preparation of simple chiral carboxylic acids proceeds with the highest optical yields yet reported.
| Item Type: | Thesis (Dissertation (Ph.D.)) |
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| Subject Keywords: | Chemistry |
| Degree Grantor: | California Institute of Technology |
| Division: | Chemistry and Chemical Engineering |
| Major Option: | Chemistry |
| Thesis Availability: | Public (worldwide access) |
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| Thesis Committee: |
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| Defense Date: | 19 January 1981 |
| Record Number: | CaltechTHESIS:05092018-115015856 |
| Persistent URL: | https://resolver.caltech.edu/CaltechTHESIS:05092018-115015856 |
| DOI: | 10.7907/f2kf-9406 |
| Default Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. |
| ID Code: | 10869 |
| Collection: | CaltechTHESIS |
| Deposited By: | Mel Ray |
| Deposited On: | 09 May 2018 21:37 |
| Last Modified: | 19 Apr 2021 22:30 |
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