Tyrosine Alkaloids

Uwe Rinner, Mario Waser

Research output: Chapter in Book/Report/Conference proceedingChapter

Abstract

Tyrosine serves as substrate for the biosynthesis of a variety of structurally diverse natural products, and some of these secondary metabolites are of great pharmacologic, historic, and economic importance. This chapter provides an overview of the most important biosynthetic pathways leading to tyrosine alkaloids. It outlines the synthetic approaches toward members of this class of secondary metabolites, mainly tetrahydroisoquinoline alkaloids and opiates. The focus is on biosynthetic routes and biomimetic synthesis. The chapter discusses various methods that have been elaborated to allow the formation of aryl-aryl bonds. Additionally, the chemical syntheses described within the chapter have also been chosen in such a way as to present and discuss interesting strategies for the crucial aryl-aryl coupling reaction. These natural products have played an important role in the development of oxidative coupling protocols as well as transition metal-catalyzed procedures.

Original languageEnglish
Title of host publicationFrom Biosynthesis to Total Synthesis
Subtitle of host publicationStrategies and Tactics for Natural Products
Publisherwiley
Pages431-472
Number of pages42
ISBN (Electronic)9781118754085
ISBN (Print)9781118751732
DOIs
Publication statusPublished - Apr 3 2016

Fingerprint

Metabolites
Biological Products
Alkaloids
Tyrosine
Opiate Alkaloids
Oxidative Coupling
Tetrahydroisoquinolines
Biomimetics
Biosynthesis
Biosynthetic Pathways
Transition metals
Metals
Economics
Substrates

Keywords

  • Aryl-aryl coupling reactions
  • Biosynthesis
  • Opiates
  • Secondary metabolites
  • Tetrahydroisoquinoline alkaloids
  • Tyrosine alkaloids

ASJC Scopus subject areas

  • Chemistry(all)
  • Biochemistry, Genetics and Molecular Biology(all)

Cite this

Rinner, U., & Waser, M. (2016). Tyrosine Alkaloids. In From Biosynthesis to Total Synthesis: Strategies and Tactics for Natural Products (pp. 431-472). wiley. https://doi.org/10.1002/9781118754085.ch12

Tyrosine Alkaloids. / Rinner, Uwe; Waser, Mario.

From Biosynthesis to Total Synthesis: Strategies and Tactics for Natural Products. wiley, 2016. p. 431-472.

Research output: Chapter in Book/Report/Conference proceedingChapter

Rinner, U & Waser, M 2016, Tyrosine Alkaloids. in From Biosynthesis to Total Synthesis: Strategies and Tactics for Natural Products. wiley, pp. 431-472. https://doi.org/10.1002/9781118754085.ch12
Rinner U, Waser M. Tyrosine Alkaloids. In From Biosynthesis to Total Synthesis: Strategies and Tactics for Natural Products. wiley. 2016. p. 431-472 https://doi.org/10.1002/9781118754085.ch12
Rinner, Uwe ; Waser, Mario. / Tyrosine Alkaloids. From Biosynthesis to Total Synthesis: Strategies and Tactics for Natural Products. wiley, 2016. pp. 431-472
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