National Research Council of Canada

Ken M Nelson

Suzanne R Abrams

Patricia A Rose

Adrian John Cutler

James Nyangulu

Vishal Jheengut

Patricia Rose

Adrian J Cutler

Methods are provided for synthesis of abscisic acid and 8' analogues thereof (including an enantiopure 8&#x2032;-acetylene analogue) including methods wherein the previously reported first step of oxidation of 2,6-dimethylphenol (VI) to 2,6-dimethylbenzoquinone, mono ketal (VII) is replaced by a novel two step process comprising (i) oxidation of 2,6-dimethylphenol (VI) using potassium peroxymonosulfate with a catalytic amount of iodobenzene to produce 2,6-dimethylbenzoquinone (XVI) and (ii) ketalization of 2,6-dimethylbenzoquinone (XVI) using ethylene glycol, trimethylorthoformate with a catalytic amount of p-toluenesulfonic acid to produce 2,6-dimethylbenzoquinone, mono ketal (VII).

Efficient scalable syntheses of abscisic acid, 8'-acetylene abscisic acid and 8&#x2032;-cyclopropyl abscisic acid

Bicyclic abscisic acid (ABA) analogs of Formula (I) and (II) and the process for their production are disclosed. The bicyclic ABA analogs include the structural elements and functional groups of the parent molecule that are required for activity, and have an aromatic ring fused to the ring replacing the vinyl methyl group of absicisie acid. Methods for using the bicyclic ABA analogs to inhibit cell growth and seed germination are also disclosed. 

Synthesis and biological activity of bicyclic ABA analogs

Growing community of inventors

Warman, Canada

Ken M Nelson