Open AccessSynthesis of the (9R,13R)-isomer of LDS1, a flower-inducing oxylipin isolated from Lemna paucicostata
Author(s) -
Yuki Takayasu,
Yusuke Ogura,
Ryo Towada,
Shigefumi Kuwahara
Publication year - 2016
Publication title -
bioscience biotechnology and biochemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.509
H-Index - 116
eISSN - 1347-6947
pISSN - 0916-8451
DOI - 10.1080/09168451.2016.1166935
Subject(s) - oxylipin , lemna , chemistry , botany , stereochemistry , biology , organic chemistry , enzyme
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.
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