Process for making gibberellins

Details Process for making gibberellins Process for making gibberellins

C - Chemistry, Metallurgy

07

D

260/361.1

C07D 307/93 (2006.01)

Patent

CA 1184187

- 1 - ABSTRACT Processes for the preparation of 1,2-dihydro-2- hydroxy gibberellin acids of general formula (1) from precursor gibberellin acids that employs conditions which (a) do not require prior protection of the free carboxylic acid group; (b) preserve the .DELTA.(16)- olefinic bond and the lactone; and (c) enable the stereochemistry of the hydroxyl moiety at position 3 to be controlled; enabling access to the individual stereoisomers of the 1,2-dihydro-3-hydroxy gibberellin acids; said processes comprising the reaction of either a 3-keto gibberellin of general formula (2), or of the general formula (3), or a mixture thereof, in the presence or absence of a proton source depending on the particular precursor gibberellin acid, with a compound of general formula (4): M+ (alkyl)3 BH- (4) wherein M+ represents a monovalent cation.

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