A new method for the preparation of alkynes from vinyl triflates
โ Scribed by Kay M. Brummond; Kirsten Dilzer Gesenberg; Joseph L. Kent; Angela D. Kerekes
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 205 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
โฆ Synopsis
Treatment of vinyl triflates with lithium diisopropylamide results in the selective formation of alkynes in moderate to high yields.
๐ SIMILAR VOLUMES
t-Butyldimethylsilyl triflate is easily prepared from the reaction of triflic acid with isopropenyltrimethylsilane.
An expeditious synthesis of t-butyldimethylsilyl triflate is described from triflic acid and t-butyldimethylsilane. Reaction between trichloromethyltrimethylsilane and triflic acid is also reported.
1-Trialkylsilyl-1-alkynes can be directly coupled with vinyl triflates in the presence of TBAF, 3H 2 O and a catalytic amount of AgI and Pd(PPh 3 ) 4 . Functionalized enynes can thus be obtained in good to excellent yields without prior deprotection of the alkyne.