Enantioselective synthesis of 3-hydroxycitronellic acid isolated from Ceratocystis fimbriata sp. platani

Article abstract of DOI:10.1016/0957-4166(96)00244-3

(3S)- and (3R)-3-hydroxy-citronellic acid were obtained by Sharpless epoxidation of geraniol, followed by reduction of the epoxide and subsequent oxidation of the primary alcohol to a carboxylic acid. This enantioselective approach allowed us to assign absolute configuration 3R to the naturally occuring monoterpene derivative.