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Title

The hydroalumination of ω-terbutoxy alkynes an easy access to ω-hydroxy alkenyl iodides. Application to the synthesis of dienic insect pheromone

Authors
Duffault, Jean-Marc
Published in Tetrahedron Letters. 1988, vol. 29, no. 48, p. 6243-6246
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.
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ALEXAKIS, Alexandre, DUFFAULT, Jean-Marc. The hydroalumination of ω-terbutoxy alkynes an easy access to ω-hydroxy alkenyl iodides. Application to the synthesis of dienic insect pheromone. In: Tetrahedron Letters, 1988, vol. 29, n° 48, p. 6243-6246. https://archive-ouverte.unige.ch/unige:8074

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Deposited on : 2010-06-21

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