Silane, trimethyl protection with

Arylacetylenes. Arylacetylenes can be preptared simply and in fairly good yields (30-80%) by reaction of an arylcoppjer reagent with iodoethynyl(trimethyl)silane at 0" (3 hr.) and then at 20 (6 hr.). The protective trimethylsilyl group can be removed quantitatively by treatment with alkali. ... 

Handling, Storage, and Precautions (iodoethynyl)trimethyl-silane is harmful if swallowed, inhaled, or absorbed through skin use only in a fume hood with suitable personal protective equipment. 

Treatment of 3 (see Vol.27, p.248 and also Section 5) with either tris(trimethyl-silyl)silane or tributylstannane - AIBN led to the formation of 4 as major product, via a rearrangement of the initially-formed radical. When similar chemistry was carried out on 5 (the major isomer formed by treatment of the relevant l, 2 -ene with NBS - pivalic acid when Tips, as opposed to Tbdms, protection was used), the p-D-orafeino-nucleoside 6 was formed as major product,... 

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