Loughborough University
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Novel routes toward synthesis of Pseudopterosin aglycons

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posted on 2025-04-29, 15:43 authored by Prabir Sarkar

The synthesis of Pseudopterosin (Ps) natural products continues to captivate researchers due to their structural complexity and stereochemical intricacies. Herein, we investigate two synthetic pathways to Ps aglycons. The first part of this thesis presents a novel synthesis of pseudopterosin aglycon using some key reactions such as asymmetric allylation, anionic oxy-Cope rearrangement, and cationic cyclization. We have achieved substantial milestones in the total synthesis of Ps aglycones in both racemic and asymmetric forms. In the initial stage of the synthesis, we were successful but the final step involved bidirectional cyclization, which resulted in a complex mixture of isomers, making purification and characterization a significant challenge. To overcome this, we develop an enantioselective synthetic route towards Ps aglycones to limit the formation of diastereomeric mixtures.

Funding

Government of India

History

School

  • Science

Department

  • Chemistry

Publisher

Loughborough University

Rights holder

© Prabir Sarkar

Publication date

2024

Language

  • en

Supervisor(s)

Andrei Malkov

Qualification name

  • PhD

Qualification level

  • Doctoral

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