octadecadienoic-acid and carbene

octadecadienoic-acid has been researched along with carbene* in 1 studies

Other Studies

1 other study(ies) available for octadecadienoic-acid and carbene

Article	Year
Stereoselective synthesis of a promising flower-inducing KODA analog, (9R,12S,13R,15Z)-9-hydroxy-12,13-methylene-10-oxooctadec-15-enoic acid. Bioscience, biotechnology, and biochemistry, 2013, Volume: 77, Issue:6 Stereoselective synthesis of a promising flower-inducing 9,10-ketol octadecadienoic acid (KODA) analog, (9R,12S,13R,15Z)-9-hydroxy-12,13-methylene-10-oxooctadec-15-enoic acid, was designed to obtain the desired stereoisomer via coupling between chiral sulfone and aldehyde segments. A known chiral cyclopropane derivative was converted to the sulfone segment via carbon-chain elongation and sulfonylation. Dec-9-en-1-ol was converted to the aldehyde segment, whose C-9 configuration was introduced by Sharpless asymmetric dihydroxylation. Coupling of the both segments and subsequent assembly gave the desired (9R,12S,13R,15Z)-analog. The (9S,12S,13R,15Z)-analog was also synthesized by using the enatiomeric aldehyde segment. This strategy made it possible to synthesize the remaining stereoisomeric analogs. Topics: Chromatography, High Pressure Liquid; Fatty Acids, Unsaturated; Flowers; Linoleic Acid; Methane; Stereoisomerism	2013

Article

Year

Stereoselective synthesis of a promising flower-inducing KODA analog, (9R,12S,13R,15Z)-9-hydroxy-12,13-methylene-10-oxooctadec-15-enoic acid.

Bioscience, biotechnology, and biochemistry, 2013, Volume: 77, Issue:6

Stereoselective synthesis of a promising flower-inducing 9,10-ketol octadecadienoic acid (KODA) analog, (9R,12S,13R,15Z)-9-hydroxy-12,13-methylene-10-oxooctadec-15-enoic acid, was designed to obtain the desired stereoisomer via coupling between chiral sulfone and aldehyde segments. A known chiral cyclopropane derivative was converted to the sulfone segment via carbon-chain elongation and sulfonylation. Dec-9-en-1-ol was converted to the aldehyde segment, whose C-9 configuration was introduced by Sharpless asymmetric dihydroxylation. Coupling of the both segments and subsequent assembly gave the desired (9R,12S,13R,15Z)-analog. The (9S,12S,13R,15Z)-analog was also synthesized by using the enatiomeric aldehyde segment. This strategy made it possible to synthesize the remaining stereoisomeric analogs.

Topics: Chromatography, High Pressure Liquid; Fatty Acids, Unsaturated; Flowers; Linoleic Acid; Methane; Stereoisomerism

2013