Process for the preparation of prostaglandins

C - Chemistry – Metallurgy – 07 – C

Patent

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C07C 405/00 (2006.01) C07F 1/08 (2006.01) C07F 7/22 (2006.01)

Patent

CA 2271035

Prostaglandins and intermediates thereof can be prepared readily, efficiently and industrially advantageously by separating an (E)-hydroxyvinyltin compound from the (E, Z)-enantiomer thereof prepared by the reaction of a hydroxy-1- algin with a tin halide, converting the same into a vinylcopper complex of general formula (VI) conducting the conjugate addition of the complex with .alpha., .beta.-unsaturated cyclopentenone, and deblocking the product.

La présente invention concerne un procédé permettant de préparer des prostaglandines et des intermédiaires de celles-ci de manière aisée, efficace et industriellement avantageuse, et qui consiste à séparer un composé de (E)-hydroxyvinyltine de son énantiomère-(E,Z) préparé par réaction d'une hydroxy-1-algine avec un halogénure d'étain, ledit composé se transformant en un complexe vinyle cuivre de formule générale (VI): puis à effectuer l'addition conjuguée du complexe avec une cyclopenténone .alpha., .beta. insaturée et à déséquencer le produit.

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