Synlett 2003(11): 1725-1727
DOI: 10.1055/s-2003-41006
LETTER
© Georg ThiemeVerlag Stuttgart ˙ New York

Indium(I) Iodide-Mediated Chemo-,Regio-, and Stereoselective Hydro­telluration of 2-Alkyn-1-olDerivatives

Olga Soares do Rego Barros, Ernesto Schulz Lang, Clovis Peppe*, Gilson Zeni
Departamento de Química, Universidade Federal de Santa Maria-UFSM, Campus UFSM, Santa Maria, RS - 97105-900, Brazil
Fax: +55(55)2208031; e-Mail: peppe@quimica.ufsm.br;
Further Information

Publication History

Received 18 March 2003
Publication Date:
13 August 2003 (online)

Abstract

Indium(I) iodide promotes the rigorous chemo-, regio-, and stereoselectivehydrotelluration of 2-alkyn-1-ol derivatives with diphenylditelluride.The Markovnikov adducts with stereochemistry corresponding to an anti addition of the tellurol constituentsacross the triple bond were obtained in good yields.

5

Compound 1 ishighly air-sensitive, and decomposes producing the correspondingditelluride. We have not attempted to isolate it, and its formationis based on the analogous production of IIn(EC6H5)2,E = S, Se. [6]