Synthesis 2019; 51(03): 629-642
DOI: 10.1055/s-0037-1610321
short review
© Georg Thieme Verlag Stuttgart · New York

Directed C–H Functionalization of the Adamantane Framework

Radim Hrdina*
Institute of Organic Chemistry, Justus-Liebig University, Heinrich-Buff-Ring 17, 35392 Giessen, Germany   eMail: radim.hrdina@org.chemie.uni-giessen.de
› Institutsangaben
This work was supported by the DFG (HR 97/1-1).
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Publikationsverlauf

Received: 13. September 2018

Accepted after revision: 17. Oktober 2018

Publikationsdatum:
21. November 2018 (online)


Dedicated to Professor Pavel Kočovský on the occasion of his 68th birthday.

Abstract

This review summarizes the synthetic approaches towards 1,2-substitution pattern on the adamantane framework. Selected are the works containing the directed C–H functionalization step.

1 Introduction

2 Access to 1,2-Disubstituted Derivatives via C–H Insertion Reactions of Electrophilic Organic Species

3 Access to 1,2-Disubstituted Derivatives through Hydrogen Radical Abstraction Reactions

4 Access to 1,2-Disubstituted Derivatives Exploiting Metal-Catalyzed (Promoted) C–H Activations

5 Access to 1,2-Disubstituted Derivatives via Hydride Shift

6 Conclusion

7 Acronyms