Common alkyne protecting groups

Alkynes can be protected as their silyl derivatives and the most common silyl groups TMS, TES, TIPS and TBS are introduced by reacting alkyne with the corresponding trialkylsilyl chlorides (see Table 1.2 for the structures of R sSiCl). 

Cleavage of trialkylsilylalkynes can be achieved by using TBAF in the presence of THE 

Cleavage of trimethylsilylalkynes can also be carried out by using KF/MeOH, AgN03/2,6-lutidine or K2C03/Me0H. 

and Cheng, X.-M., The Logic of Chemical Synthesis, Wiley, New York, 1995. 

and Connelly, M. E., Real-World Cases in Green Chemistry, American Chemical Society, Washington, DC, 2000. 

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