Reacts with electrophiles via Si-stabilized carbocations ions and subsequent desilylation; Thus, Lewis acid promoted reaction with acid chlorides gives alkynyl ketones, leading to a synthesis of ɑ?-enals: J. Org. Chem., 38, 2254 (1973); 57, 3203 (1992). Addition to chiral acetals in the presence of TiCl4 leads to ɑ-hydroxy alkynes in high yield and ee: J. Am . Chem. Soc., 105, 2904 (1983); J. Chem. Soc., Perkin 1, 3301 (1991). Sulfonyl chlorides give alkynyl sulfones: Org. Synth. Coll., 8, 281 (1993), and references therein. Precursor of lithium TMS acetylide: J. Chem. Soc., Chem. Commun., 840 (1979), and dilithioacetylide: Tetrahedron Lett., 34, 839 (1993).
