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Date of Award


Document Type

Restricted Thesis: Campus only access

Degree Name

Bachelor of Science



First Advisor

Dr. John Gupton

Second Advisor

Dr. Wade Downey


Vinamidinium salts and β-chloroenals were utilized for the development of two synthetic routes towards the biologically active marine alkaloid Lamellarin G trimethyl ether. Both routes culminated at a key intermediate previously prepared by Wolfgang Steglich and co-workers in their total synthesis of Lamellarin G trimethyl ether. The route employing vinamidinium salts reached the Steglich synthon in ten steps and is modular in nature, making it amenable for structure activity relationship studies. The path involving β-chloroenals yielded the Steglich synthon in nine steps and is well suited for the rapid construction of the highly substituted pyrrole core of the natural product.