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Stereoselective Heterocycle Synthesis via Alkene Difunctionalization

Bulky Phosphine Ligands Enable Pd-Catalyzed Arylhalogenation, Arylcyanation and Diarylation


Part of the Springer Theses book series (Springer Theses)

About this book


This book investigates the use of palladium modified by bulky ligands as catalysts for new chemical transformations that rapidly assemble several classes of complex heterocyles. It documents the development of new chemical reactions involving carbon–carbon (C‒C) and carbon–halogen (C‒X) bond formation in the context of alkene difunctionalization and dearomatization reactions. Due to the ubiquity of heterocycles in bioactive natural products and life-improving pharmaceutical treatments, a long-term goal for synthetic organic chemists has been to develop novel and creative heterocycle syntheses that illicit a high degree of product diversity and are characterized by mild reaction conditions and limited waste production. A considerable fraction of leading pharmaceutical drugs contain at least one heterocycle within their chemical structure, and their prevalence in these technologies is strong evidence that the fundamental curiosities of organic chemistry lead to real-world solutions for the health and wellness of the global population.


Palladium Catalysis Stereoselective Synthesis Catalyst Development Halogenation Reactions Suzuki Coupling Cyanation Reactions Phosphine Ligands Natural Product Synthesis Reaction Progress Heck Reaction

Authors and affiliations

  1. 1.Laboratory for Organic ChemsitryETH ZürichZürichSwitzerland

About the authors

David A. Petrone was born in Scarborough, Canada in 1989. He obtained his B.Sc. in Chemistry with Honors from the University of Guelph in 2011 and his Ph.D. in 2016 from the University of Toronto under the supervision of Prof. Mark Lautens. He was awarded both the Boehringer Ingelheim Award of Excellence in Organic Chemistry and the Chair’s Doctoral Medal for the work contained in this thesis. He is currently an NSERC postdoctoral fellow in Prof. Erick M. Carreira’s group at the Laboratory of Organic Chemistry at the ETH Zürich.

Bibliographic information

  • Book Title Stereoselective Heterocycle Synthesis via Alkene Difunctionalization
  • Book Subtitle Bulky Phosphine Ligands Enable Pd-Catalyzed Arylhalogenation, Arylcyanation and Diarylation
  • Authors David A. Petrone
  • Series Title Springer Theses
  • Series Abbreviated Title Springer Theses
  • DOI
  • Copyright Information Springer International Publishing AG, part of Springer Nature 2018
  • Publisher Name Springer, Cham
  • eBook Packages Chemistry and Materials Science Chemistry and Material Science (R0)
  • Hardcover ISBN 978-3-319-77506-7
  • Softcover ISBN 978-3-030-08472-1
  • eBook ISBN 978-3-319-77507-4
  • Series ISSN 2190-5053
  • Series E-ISSN 2190-5061
  • Edition Number 1
  • Number of Pages XXIX, 365
  • Number of Illustrations 155 b/w illustrations, 12 illustrations in colour
  • Topics Organometallic Chemistry
    Medicinal Chemistry
  • Buy this book on publisher's site