Cyclisation substrates and related 11.alpha.-equatorially-...

C - Chemistry – Metallurgy – 07 – J

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260/59, 260/9

C07J 3/00 (2006.01) C07J 7/00 (2006.01)

Patent

CA 1138430

ABSTRACT OF THE DISCLOSURE This disclosure describes a method of preparing compounds of the formulae: Image Image (II) (III) from the compound: Image (I) wherein: (a) R1 is H or alkyl of one to four carbon atoms; (b) R2 is H or alkyl of one to four carbon atoms, with the proviso that R1 is H when R2 is alkyl, and with the proviso that R2 is H when R1 is alkyl; (c) R3 is a suitable leaving group selected from the group consisting of hydroxy, alkoxy of one to four carbons, alkoxyalkoxy of two to four carbons, acyloxy of one to about seven carbons, and trialkylsilyloxy of less than fifteen carbons; (d) R4 is hydrocarbyl of one to four carbons; (e) R5(1) and R5(2) are each H, OH, alkyl of one to eight carbons, or optionally esterified hydroxy selected from the group consisting of hydroxy, alkoxy of two to four carbon atoms, alkoxyalkoxy of two to four carbons, trialkysilyloxy of one to fifteen carbons, cycloalkoxy of four to eight carbons, acyloxy of one to seven carbons, or heterocyclic either of five to seven atoms and four to six carbons, with the proviso that at least one of R5(1) and R5(2) is hydrogen; and (f) R6 is alkyl of one to about four carbon atoms; which comprises the step of cyclising compound I in a suitable solvent with an effective amount of one or more of the acids consisting of the suitable protic and suitable aprotic Lewis acids at a temperature below about room temperature and above about -150°C.

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