Yudong Cai, B. P. Roberts
Jan 22, 2001
Citations
0
Influential Citations
16
Citations
Journal
Tetrahedron Letters
Abstract
Abstract Carbonyl sulfide reacts with organosilanes at 60–85°C, in the presence of a radical initiator, to give the corresponding silanethiols. Triphenylsilane is confirmed as an excellent replacement for tributyltin hydride in the Barton–McCombie deoxygenation of alcohols via their xanthates under mild conditions. Reduction of xanthates by silanes can produce COS as a by-product, leading to the in situ formation of silanethiol that will then act as a protic polarity-reversal catalyst for the reduction.