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Asymmetric Pericyclic Transformations from Reactive Palladium Intermediates

Citation

Cusumano, Alexander Quinn (2024) Asymmetric Pericyclic Transformations from Reactive Palladium Intermediates. Dissertation (Ph.D.), California Institute of Technology. doi:10.7907/b0wn-wt67. https://resolver.caltech.edu/CaltechTHESIS:06222023-231753197

Abstract

The Pd-catalyzed decarboxylative asymmetric allylic alkylation of enolate nucleophiles is a cornerstone of our groups’ efforts to develop methodologies that directly facilitate the synthesis of stereochemically complex molecular building blocks. This thesis first focuses on our efforts to deepen our mechanistic understanding of these transformations. We then employ our insights as a base from which we expand the scope of the decarboxylative asymmetric allylic alkylation reaction, as well as develop entirely novel reaction paradigms.

Item Type:Thesis (Dissertation (Ph.D.))
Subject Keywords:asymmetric catalysis
Degree Grantor:California Institute of Technology
Division:Chemistry and Chemical Engineering
Major Option:Chemistry
Thesis Availability:Public (worldwide access)
Research Advisor(s):
  • Stoltz, Brian M.
Thesis Committee:
  • Fu, Gregory C. (chair)
  • Goddard, William A., III
  • Agapie, Theodor
  • Stoltz, Brian M.
Defense Date:5 June 2023
Record Number:CaltechTHESIS:06222023-231753197
Persistent URL:https://resolver.caltech.edu/CaltechTHESIS:06222023-231753197
DOI:10.7907/b0wn-wt67
Related URLs:
URLURL TypeDescription
https://doi.org/10.1021/jacs.0c06243DOIPortions of article adapted for ch. 1
https://doi.org/10.1021/jacs.0c09575DOIPortions of article adapted for ch. 2
https://doi.org/10.1021/acs.orglett.0c01441DOIRelated publications by author - see Published Content and Contributions no. 1
https://doi.org/10.1021/acs.joc.2c01693DOIRelated publications by author - see Published Content and Contributions no. 4
https://doi.org/10.1021/jacs.3c02104UNSPECIFIEDRelated publications by author - see Published Content and Contributions no. 5
ORCID:
AuthorORCID
Cusumano, Alexander Quinn0000-0002-2914-2008
Default Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:16131
Collection:CaltechTHESIS
Deposited By: Alexander Cusumano
Deposited On:27 Jun 2023 22:14
Last Modified:08 Nov 2023 00:39

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