(Z)-1-methoxy-4-(diphenylphosphino) but-1-ene-3-yne: A versatile synthon for unsymmetrically substituted (diphenylphosphino) diacetylene derivatives

RJP Corriu, C Guérin, BJL Henner, A Jolivet

Index: Corriu, Robert J.P.; Guerin, Christian; Henner, Bernard J.L.; Jolivet, Agnes Journal of Organometallic Chemistry, 1997 , vol. 530, # 1-2 p. 39 - 48

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Citation Number: 21

Abstract

An efficient synthesis of Ph2P-C≡ CC≡ C-Li, 1, was found, starting from commercially available (Z)-1-methoxybut-1-ene-3-yne and its diphenylphosphino derivative 2. The lithio compound 1 was condensed with electrophiles to give Ph2P-C≡ CC≡ C—Σ (Σ= SiR3, SnR3, B (NiPr) 2) 3. Compound 2 was easily transformed into the phosphonium salt 6 and the phosphine oxide 7 using MeI and H2O2 respectively. Derivatives 3 (Σ= SiMe3, SnMe3 ...