New procedures for the resolution of chiral tert-butylphenylphosphine oxide and some of its reactions

…, J Omelańczuk, KM Pietrusiewicz, M Mikołajczyk

Index: Drabowicz, Joezef; Lyzwa, Piotr; Omelanczuk, Jan; Pietrusiewicz, K. Michal; Mikolajczyk, Marian Tetrahedron Asymmetry, 1999 , vol. 10, # 14 p. 2757 - 2763

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Citation Number: 59

Abstract

Racemic t-butylphenylphosphine oxide was resolved via formation of diastereoisomeric complexes with (+)-(R)-1, 1′-binaphthalene-2, 2′-diol and (+)-(S)-mandelic acid. With the latter complexing agent, separation of the essentially enantiopure (−)-(S)-enantiomer was achieved in a single complexation process. Addition of paraformaldehyde to this enantiomer gave α-hydroxymethyl-t-butylphenylphosphine oxide with high stereoselectivity and ...