Optically active phosphines. Facile preparation of the optically active propylmethylbenzyl-and methylphenylbenzylphosphine oxides as precursors to the …

M Moriyama, WG Bentrude

Index: Moriyama, Masaru; Bentrude, Wesley G. Journal of the American Chemical Society, 1983 , vol. 105, # 14 p. 4727 - 4733

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Citation Number: 25

Abstract

Abstract: The optically active phosphine oxides MePhP (0) CH2Ph (6) and n-PrMeP (0) CH2Ph (9) are readily prepared by a new route from the easily available, essentially optically pure, 0-isopropyl S-alkyl methylphosphonothioates 4 and 7. Two successive Grignard reactions give 6 in 52-55% and 9 in 18-24% overall chemical yields. Reductions of 6 and 9 with PhSiH3 afford the corresponding optically active phosphines MePhCH, Ph (1 ...