Synlett 2021; 32(05): 447-456
DOI: 10.1055/s-0040-1706407
account
The Power of Transition Metals: An Unending Well-Spring of New Reactivity
© Georg Thieme Verlag Stuttgart · New York

From Enantioselective to Regiodivergent Epoxide Opening and Radical Arylation – Useful or Just Interesting?

Andreas Gansäuer
This work was supported by the Deutsche Forschungsgemeinschaft (DFG) (Ga 619/12-1).
Further Information

Publication History

Received: 07 May 2020

Accepted after revision: 02 June 2020

Publication Date:
20 July 2020 (online)


Abstract

It is shown how the simple titanocene(III)-catalyzed reductive opening of epoxides has developed from a highly selective desymmetrizing opening of meso-epoxides. The combination of the origins of regioselectivity with atom-economic catalysis in single electron steps results in a highly selective regiodivergent epoxide opening (REO).

1 Introduction

2 Regiodivergent Epoxide Opening

3 Atom Economy and Epoxide Arylation

4 REO Arylation

5 Words about the Wording

6 Conclusion