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Studies towards total synthesis of polyketide natural products and alkaloids
Studies towards total synthesis of polyketide natural products and alkaloids
Cascade reactions are powerful synthetic methods, which can be used to introduce several C-C bonds and chiral centers in only one step. This thesis deals with synthetic studies toward polyketide type I and type II natural products as well as alkaloids, which are based on cascade key steps. In the case of polyketide natural products A-74528 and divergolides C and D, synthetic key steps inspired by proposed biomimetic aldol and Michael cascade reactions were approached. The work towards stephadiamine, a norhasubanan alkaloid, was focused on the incorporation of homoconjugated addition/Mannich cascade reaction. In addition, a radical cyclization step, which is presumably incorporated in the biogenesis of ansalactam A, was investigated.
Polyketides, Cascade reactions, Alkaloids, Total synthesis
Hager, Anastasia
2012
English
Universitätsbibliothek der Ludwig-Maximilians-Universität München
Hager, Anastasia (2012): Studies towards total synthesis of polyketide natural products and alkaloids. Dissertation, LMU München: Faculty of Chemistry and Pharmacy
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Abstract

Cascade reactions are powerful synthetic methods, which can be used to introduce several C-C bonds and chiral centers in only one step. This thesis deals with synthetic studies toward polyketide type I and type II natural products as well as alkaloids, which are based on cascade key steps. In the case of polyketide natural products A-74528 and divergolides C and D, synthetic key steps inspired by proposed biomimetic aldol and Michael cascade reactions were approached. The work towards stephadiamine, a norhasubanan alkaloid, was focused on the incorporation of homoconjugated addition/Mannich cascade reaction. In addition, a radical cyclization step, which is presumably incorporated in the biogenesis of ansalactam A, was investigated.