Lydia Choi

Degree Type

Honors Capstone Project

Date of Submission

Spring 5-1-2006

Capstone Advisor

John D. Chisholm

Honors Reader

Nancy Totah

Capstone Major


Capstone College

Arts and Science

Audio/Visual Component


Capstone Prize Winner


Won Capstone Funding


Honors Categories

Sciences and Engineering

Subject Categories

Biochemistry | Biochemistry, Biophysics, and Structural Biology


Pumiliotoxin 341 A differs from all other pumiliotoxins in that its alkylidene side chain has been cyclized to form a pyranose ring, providing another quaternary center in its indolizidine ring. Although the gross structure of this natural product has been determined, the absolute and relative stereochemistry of the tertiary alcohol on C14 is still unknown. As a result, we want to synthesize this alkaloid to prove its stereochemistry and to prepare material for further biological analysis. A rhodium-catalyzed alkyne addition reaction currently being developed in our group is employed as the key reaction in our synthesis of the indolizidine core. For this reaction, we envisioned a protected aminoalkyne being used as a nucleophile with a dicarbonyl acceptor. Several different aminoalkynes were prepared and used to test this approach.

Creative Commons License

Creative Commons Attribution-Noncommercial-No Derivative Works 3.0 License
This work is licensed under a Creative Commons Attribution-Noncommercial-No Derivative Works 3.0 License.

Included in

Biochemistry Commons



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