Silicon-tethers, and

Silicon-tethered Ene Reactions. Silicon-tethered cyclization reactions have been widely utilized because of the ease of formation and removal of the temporary silicon tether and the ability of organosilicon compounds to tolerate many commonly used organic transformations. One example involves the ene reaction of a-(prenyl)dialkylsilyloxy aldehydes (eq 13). A 1,2-diol (39) can... 

The TST strategy has been the subject of diverse applications. For example, the Shea research group employed the concept of type II intramolecular Diels-Alder chemistry in conjunction with a temporary silicon tether and a chiral 1,2-diol auxiliary to effect diastereomeric transformation of 28 to compounds 29 and 30 in a 1 6 ratio (eq 8). ... 

Sukeda M, Ichikawa S, Matsuda A, Shuto S. The first radical method for the introduction of an ethynyl group using a silicon tether and its application to the synthesis of 2 -deoxy-2 -C-ethynylnucleosides. J. Org. Chem. 2003c68(9) 3465-3475. 

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