Studies towards total synthesis of polyketide natural products and alkaloids

Hager, Anastasia (2012): Studies towards total synthesis of polyketide natural products and alkaloids. Dissertation, LMU München: Faculty of Chemistry and Pharmacy

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.

• Item Type: Theses (Dissertation, LMU Munich)
• Keywords: Polyketides, Cascade reactions, Alkaloids, Total synthesis
• Subjects: 500 Natural sciences and mathematics; 500 Natural sciences and mathematics > 540 Chemistry and allied sciences
• Faculties: Faculty of Chemistry and Pharmacy
• Language: English
• Date of oral examination: 14. November 2012
• 1. Referee: Trauner, Dirk
• Signature of the printed copy: 0001/UMC 20856