Bicyclic lactone derivatives employed as intermediates in...

C - Chemistry – Metallurgy – 07 – D

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260/362.4, 260/3

C07D 307/93 (2006.01) C07D 307/935 (2006.01) C07D 493/04 (2006.01)

Patent

CA 1116175

ABSTRACT OF THE DISCLOSURE The invention 1s concerned with a novel process for producing com- pounds of formula 1 Image I wherein R3 and R4 are the same or different and each represent hydrogen or a lower alkanoyl group whlich is unsubstituted or is substituted by one, two or three halogen atoms, or R3 and R4 together form a qroup R5-?-R6 wherelin R5 and R6 are the same or different and each represent hydrogen or a methyl or phenyl group, with the proviso that when one of R5 and R6 is phenyl the other is hydrogen. The compounds of formula I are obtained by reacting a lactone of formula II Image II with formaldehyde or a polymer of formaldehyde in the procence of a strong acid, followed, if necessary, by reaction with a compound of formula R5COR6 or R5CHO or an acetal thereof. The compounds of formula I are useful lnter- mediates in Corey's synthesis of prostaglandins and those compounds in which R3 and R4 form a group ,5-?-R are novel.

272051

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