Production of lactone derivative

Abstract

PURPOSE: To produce the subject compound useful as an intermediate for the synthesis of prostaglandins at a low cost in a high yield by oxidizing a specific diol derivative with an alkali metal hypohalite, etc., in the presence of a tetramethyl piperidine oxyl derivative. CONSTITUTION: A diodl derivative of formula I {X is (α-Oz 1 , β-H), (α-H, β-OZ 1 ); (Z 1 is H, OH-protecting group); Y is (α-H, β-R 1 ), (α-R 1 , β-H); (R 1 is CH 2 OZ 2 , group of formula II [T is CH 2 CH 2 , CH=CH, C=C; K is 0, 1; R 2 is (saturated) 1-10C alkyl, etc.; Z 2 is H, OH-protecting group]} is oxidized with an alkali metal hypohalite salt and/or an alkaline earth metal hypohalite salt in the presence of a 2,2,6,6-tetramethylpiperidine-1-oxyl derivative of formula III [R 3 is H, (saturated) 1-6C alkyl, (saturated) 1-6C alkyloxy, etc.] (preferably in an amount of 0.5-5.0mol% based on the compound of formula I) to produce the objective compound of formula IV (W is O, etc.). COPYRIGHT: (C)1992,JPO&Japio

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