Synthesis 2018; 50(04): 700-710
DOI: 10.1055/s-0036-1589165
short review
© Georg Thieme Verlag Stuttgart · New York

Recent Progress in Palladium-Catalyzed Cascade Cyclizations for Natural Product Synthesis

Graduate School of Pharmaceutical Sciences, Kyoto University, Sakyo-ku, Kyoto 606-8501, Japan   Email: hohno@pharm.kyoto-u.ac.jp
,
Shinsuke Inuki
Graduate School of Pharmaceutical Sciences, Kyoto University, Sakyo-ku, Kyoto 606-8501, Japan   Email: hohno@pharm.kyoto-u.ac.jp
› Author Affiliations
This work was supported by JSPS KAKENHI (Grant Nos. JP15KT0061 and JP17H03971), the Platform Project for Supporting Drug Discovery and Life Science Research from Japan Agency for Medical Research and Development (AMED), and the Hoansha Foundation.
Further Information

Publication History

Received: 14 November 2017

Accepted after revision: 06 December 2017

Publication Date:
22 January 2018 (online)


Abstract

Cascade reactions (also represented as domino reactions) realize the step-economical direct construction of natural product core structures. The use of atom-economical elementary reactions in cascade processes can minimize waste production and avoid prefunctionalization of the substrates. Palladium catalysis, which promotes a variety of atom-economical elementary reactions, has long been used as a powerful approach to the direct formation of complex heterocycles. In this short review, palladium-catalyzed cascade reactions for the construction of core structures of natural products reported in the last decade­ are highlighted.

1 Introduction

2 Reactions Terminated with Heteronucleophiles

2.1 Termination with Nitrogen Nucleophiles

2.2 Termination with Oxygen Nucleophiles

3 Reactions Terminated with Carbon Functional Groups

3.1 Termination with Carbon Nucleophiles

3.2 Termination with Heck-Type Reactions

4 Conclusion