Stereoselective synthesis of chiral tetrahydrofurans with potent 5-LO inhibitory activity

…, S Punna, PR Krishna, MS Chorghade, SV Ley

Index: Sharma; Punna, Sreenivas; Krishna, Palakodety Radha; Chorghade, Mukund S.; Ley, Steven V. Tetrahedron Asymmetry, 2005 , vol. 16, # 6 p. 1125 - 1133

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Citation Number: 5

Abstract

Chiral glyceraldehydes have been exploited for the design of convenient and scalable synthetic approaches to chiral tetrahydrofurans, which have potential as potent 5- lipoxygenase (5-LO) inhibitors. The synthesis of all four possible stereoisomers by a general methodology is reported; wherein the chirons derived from the glyceraldehyde derivatives on reaction with homopropargyl ether, cyclization and further reactions gave the targets.