A New Method for the Preparation of 1-Ethynyl Ethers
Fecha
1994
Tipo
artículo original
Autores
Cabezas Pizarro, Jorge A.
Oehlschlager, Allan Cameron
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Resumen
During our study of the stannylcupration of acetylenic
ethers we required [2-13C]-1 for mechanistic studies.
Existing methods for the synthesis of acetylenic ethers
involve dehydrohalogenation of 2-halo, 1,2-dihalo vinyl
ether, or haloacetals using KOH, NaNH2, or n-BuLi.
These procedures are incompatible with labile functional
groups and, if applied to the preparation of 13C-labeled
compounds, would require regiospecific preparation of 1-
or 2-13C-labeled halo vinyl ethers, which is cumbersome.
We report a new, general and efficient method for the
preparation of acetylenic ethers which we have applied
to the preparation of 13C-labeled and functionalized
acetylenic ethers
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QUÍMICA ORGÁNICA, MÉTODO EXPERIMENTAL, HIDRÓGENO, QUÍMICA, COMPUESTO QUÍMICO