1.1.5 Reaction with Alkynes
Alkynes react with OsO4 in the presence of tertiary amines such as pyridine to give osmium(VI) ester complexes, which on hydrolysis with sodium sulfite yield the corresponding carbonyl compounds (Scheme 19-20). In the case of terminal alkynes, carboxylic acids are obtained (Scheme 21)
 |
Scheme 19 |
 |
Scheme 20 |
 |
Scheme 21 |
Examples:
 |
E. J. Corey, A. Guzman-Perez, M. C. Noe, J. Am. Chem. Soc. 1995, 117, 10805.
 |
-
A. Guzman-Perez, E. J. Corey, Tetrahedron Lett. 1997, 38. 5941.