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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 15, 1985 - Issue 7
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Original Articles

Wittig-Horner Reaction in Heterogenous Media VII. A New Strategy for the Total Syntheses of the Royal Jelly Acid and the Queen Substance of Honey-Bee

J. Villiéras Laboratoire de Synthése Organique Sétective, U.A. 475, Faculté des Sciences, 2, rue de la Houssinière, F 44072, NANTES Cedex, (France)
,
M. Rambaud Laboratoire de Synthése Organique Sétective, U.A. 475, Faculté des Sciences, 2, rue de la Houssinière, F 44072, NANTES Cedex, (France)
&
M. Graff Laboratoire de Synthése Organique Sétective, U.A. 475, Faculté des Sciences, 2, rue de la Houssinière, F 44072, NANTES Cedex, (France)
Pages 569-580 | Published online: 05 Dec 2006
 
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Abstract

A new general scheme for the preparation of Royal Jelly acid and Queen Substance of Honey-bee, including, as the key steps, copper I catalyzed addition of functional (protected alcohol and ketone) Grignard reagents to acrolein diethylacetal, and the Wittig-Horner reaction of unprotected 8-hydroxyoctanal and 7-oxo-octanal with triethylphosphonoacetate in water, in the presence of potassium carbonate.

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