Synthesis of alkenes with P-(α-lithioalkyl) phosphinothioic amides

CR Johnson, RC Elliott

Index: Johnson,C.R.; Elliott,R.C. Journal of the American Chemical Society, 1982 , vol. 104, p. 7041

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Citation Number: 31

Abstract

Abstract: NAY-Trimethyl-P-phenylphosphinothioic amide (1) was prepared from phenylphosphonothioic dichloride by sequential treatment with methylmagnesium halide, sulfuryl chloride, and dimethylamine. Treatment of 1 in tetrahydrofuran with butyllithium afforded P-(lithiomethyl)-N, N-dimethyl-P-phenylphosphinothioic amide (2). Aldehydes and ketones upon treatment with 2 provided stable P-hydroxy adducts, which upon treatment ...