Tetrahedron letters

The hydroalumination of ω-terbutoxy alkynes an easy access to ω-hydroxy alkenyl iodides application to the synthesis of dienic insect pheromones

A Alexakis, JM Duffault

Index: Alexakis, A.; Duffault, J. M. Tetrahedron Letters, 1988 ,  vol. 29,  # 48  p. 6243 - 6246

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Citation Number: 65

Abstract

Abstract In contrast to classically protected ω-hydroxy alkynes, ω-terbutoxy alkynes undergo smooth hydroalumination with DIBAL-H. The obtained E or Z alkenyl alanes are iodinated leading to E or Z alkenyl iodides. The ω-terbutoxy group is easily converted into an acetate. The latter compounds are useful synthons for the synthesis of insect pheromones as examplified with two cases.