
Tetrahedron Letters p. 3221 - 3224 (1994)
Update date:2022-08-05
Topics:
Miranda, Edgar I.
Diaz, Michael J.
Rosado, Izander
Soderquist, John A.
Triisopropylsilanethiol (HSTIPS, 1), easily prepared in 98percent yield from H2S and TIPSCl, is efficiently alkylated in a selective manner with 10 and 20 alkyl halides or tosylates through its potassium thiolate (2c) to provide RSTIPS (3) in excellent yields.Compound 3 provides a convenient source of alkanethiols (4), unsymmetrical dialkyl sulfides (5) and thioacetals (6).
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(1994)