Abstract
Syntheses of the eight enantiomerically pure diastereomers of the syn-anti-syn phytoprostanes F(1) types I and II are described starting from D- and L-glucose. Key steps include Wittig coupling, Horner Wadsworth Emmons (HWE) reactions, and enantioselective reduction of alpha,beta-unsaturated ketones.
Publication types
-
Research Support, Non-U.S. Gov't
MeSH terms
-
Catalysis
-
Cyclopentanes / chemical synthesis*
-
F2-Isoprostanes / chemical synthesis*
-
Fatty Acids, Unsaturated / chemical synthesis*
-
Indicators and Reagents
-
Molecular Structure
-
Oxidation-Reduction
-
Stereoisomerism
Substances
-
Cyclopentanes
-
F2-Isoprostanes
-
Fatty Acids, Unsaturated
-
Indicators and Reagents
-
phytoprostane F1