Synthesis of heteroaromatic natural products

Date
2009-01-01
Authors
Guo, Haitao
Major Professor
Advisor
George A. Kraus
Committee Member
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Altmetrics
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Research Projects
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Chemistry
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Chemistry
Abstract

The synthesis of biologically active natural products has been used for the discovery of new drugs. Organic synthesis is designed for a target molecule like a novel compound by selecting optimal reactions from optimal starting materials. Each reaction and each step of a synthesis should give a good yield for the product with little work.

In this thesis, we explored both total synthesis and methodology of several natural products and analogs, especially heteroaromatic natural compounds. Chapter 1 describes an efficient synthesis of 2-substituted and 2,3-disubstituted indoles via a two-step approach in one pot involving a six-electron ring closure. Chapter 2 describes the direct synthesis of neocryptolepine in four steps in two pots. Chapter 3 is about synthesis studies towards the unique κ opioid receptor agonist salvinorin A. Chapter 4 describes a direct approach to the synthesis of methyllycaconitine, one of the diterpenoid alkaloids.

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