title: Synthesis of the (9R,13R)-isomer of LDS1, a flower-inducing oxylipin isolated from Lemna paucicostata.
abstract: The first synthesis of the (9R,13R)-stereoisomer of LDS1, a flower-inducing oxylipin isolated from Lemna paucicostata, has been achieved from a known allylic alcohol by a seven-step sequence that involves the Horner-Wadsworth-Emmons olefination to construct its full carbon framework and an enzymatic hydrolysis of a penultimate methyl ester intermediate to provide the target molecule.
authors.affiliation: a Laboratory of Applied Bioorganic Chemistry , Graduate School of Agricultural Science, Tohoku University , Sendai , Japan.
authors.forename: Yuki
authors.initials: Y
authors.lastname: Takayasu
authors.affiliation: a Laboratory of Applied Bioorganic Chemistry , Graduate School of Agricultural Science, Tohoku University , Sendai , Japan.
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Ogura
authors.affiliation: a Laboratory of Applied Bioorganic Chemistry , Graduate School of Agricultural Science, Tohoku University , Sendai , Japan.
authors.forename: Ryo
authors.initials: R
authors.lastname: Towada
authors.affiliation: a Laboratory of Applied Bioorganic Chemistry , Graduate School of Agricultural Science, Tohoku University , Sendai , Japan.
authors.forename: Shigefumi
authors.initials: S
authors.lastname: Kuwahara
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D000475:Alkenes / Q000737:chemistry; D029064:Araceae / Q000187:drug effects* / Q000254:growth & development; D035264:Flowers / Q000187:drug effects* / Q000254:growth & development; D054883:Oxylipins / Q000138:chemical synthesis* / Q000302:isolation & purification / Q000494:pharmacology; D010937:Plant Growth Regulators / Q000138:chemical synthesis* / Q000302:isolation & purification / Q000494:pharmacology; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D000475:Alkenes; D054883:Oxylipins; D010937:Plant Growth Regulators
keywords: LDS1; enzymatic hydrolysis; flower induction; oxylipin; total synthesis