Synlett 2013; 24(8): 1023-1024
DOI: 10.1055/s-0032-1316886
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© Georg Thieme Verlag Stuttgart · New York

Vinylic Tellurides

Juliano Carlo Rufino Freitas
Departamento de Química Fundamental, Universidade Federal de Pernambuco , Av. Jornalista Aníbal Fernandes, s/n, Cidade Universitária, Recife PE, CEP 50740-560, Brazil   Email: julianocrufino@yahoo.com.br
› Author Affiliations
Further Information

Publication History

Publication Date:
16 April 2013 (online)

Introduction

The ability to endure tellurium–metal exchange with retention of the double bond configuration, allowing the formation of new carbon–carbon bonds in a very selective way, makes vinylic tellurides a promising class of compounds in organic synthesis.[1]

For the preparation of Z-vinylic tellurides,[1] the most convenient and widely used method is the hydrotelluration of alkynes. It differs from other hydrometallations in that it occurs through anti-addition of the tellurolate anion to the triple bond of the terminal alkyne, the regioselectivity being dependent on the nature of the alkyne source.[2]

Due to the simple preparation and purification procedures of vinylic tellurides compared to other organometallic reagents, the application of this class of compounds to the synthesis of biologic active compounds,[3] as well as the study of their toxicological and pharmacological[4] aspects, has experienced an exponential growth in the last years.

In addition, vinylic tellurides are air-stable and can be easily handled or stored for long periods; unlike Grignard or organolithium reagents.

 
  • References

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