Isomerisation of 1-Alkynes to 2-Alkynes in the Nucleophilic Substitution of Acetylides
- 1 January 1975
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 5 (1) , 21-26
- https://doi.org/10.1080/00397917508063510
Abstract
1-Alkynes have been widely used as intermediates in the synthesis of natural products1,2 and the absence of isomers and isomerisation is a prerequisite. Isomerisation of 1-alkynes under mild conditions during their preparation by nucleophilic substitution of acetylides has not been reported, and although this might be expected to occur only with the potassium and sodium derivatives we have found that excess of lithium acetylide is effective for such transformations.Keywords
This publication has 1 reference indexed in Scilit:
- A Stereospecific Total Synthesis of GriseofulvinJournal of the American Chemical Society, 1962