Carbene and silicon routes toward a simple nitrile ylide. Spectroscopic, kinetic, and chemical characterization

…, Y Cha, IR Gould, A Padwa, JR Gasdaska…

Index: Turro, Nicholas J.; Cha, Yuan; Gould, Ian R.; Padwa, Albert; Gasdaska, John R.; Tomas, Miguel Journal of Organic Chemistry, 1985 , vol. 50, # 22 p. 4415 - 4417

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Citation Number: 35

Abstract

Table I. Yields of Thiols from Dithio Esters and Diorganocuprates % yield" in ether (THF) cuprate precursor ... Table 11. Yields of Thiols from Dithio Esters and Magnesium Organocuprates % yield" substrate Grignard product stoich. catalytic 1 MeMgBr 3 85 96 1 BuMgBr 4 16 80 1 PhMgBr 5 77 83 2 MeMgBr 6 71 23 " See note a of Table I. ... R'C;SMe(Li+) (21 of the thioketone with the (methy1thio)cuprate then com- pletes the process, except for the hydrolysis step. ...

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