Chemistry of acetylenic ethers 96: Reactions of 1, 3??dialkoxy??1??alkynes with organolithium compounds synthesis of 1??substituted allenyl ethers and of conjugated …

JFH Braams, PP Montijn…

Index: Braams,J.F.H. et al. Recueil des Travaux Chimiques des Pays-Bas, 1972 , vol. 91, p. 700 - 710

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Abstract

Abstract Reaction of 1, 3-dialkoxy-1-alkynes R 2 R 3 C (OR 1)[BOND] C [TRIPLE BOND] C [BOND] OR (I)(R and R 1 are alkyl, R 2 and R 3 are H or alkyl) with organolithium compounds R 4 Li affords a mixture of 1-substituted allenyl ethers R 2 R 3 C [BOND] C [DOUBLE BOND] C (R 4)[BOND] OR (II)(major product) and 2-alkynyl ethers of the type R 2 R 3 C (OR 1)[BOND] C [TRIPLE BOND] C [BOND] R 4 (III). The formation of 2-alkynyl ...