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ChemInform Abstract: A Stereocontrolled Synthesis of Trisubstituted Cyclohexanes and Cyclopentanes. Its Application to the Synthesis of 11-Deoxyprostaglandins.
First published: January 2, 1990
Abstract
1,4-Addition of the organocopper reagents (II) to the unsaturated γ-lactones (I) and (IV) forms enolates as intermediates which are trapped by intramolecular ring closure, yielding stereoselectively the bridged lactones (III) and (V).
ChemInform Abstract
1,4-Addition of the organocopper reagents (II) to the unsaturated γ-lactones (I) and (IV) forms enolates as intermediates which are trapped by intramolecular ring closure, yielding stereoselectively the bridged lactones (III) and (V). Starting with the cyclization product (IIId), the key intermediate (XI) for the synthesis of 11-deoxyprostaglandin is prepared as shown in the reaction scheme.
