Palladium??Catalyzed DYKAT of Butadiene Monoepoxide: Enantioselective Total Synthesis of (+)??DMDP,(−)??Bulgecinine, and (+)??Broussonetine G

…, DB Horne, MJ Woltering

Index: Trost, Barry M.; Horne, Daniel B.; Woltering, Michael J. Chemistry - A European Journal, 2006 , vol. 12, # 25 p. 6607 - 6620

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Citation Number: 100

Abstract

Abstract Palladium catalyzed asymmetric allylic alkylation reaction of an amine with two equivalents of butadiene monoxide allows for the expedient synthesis of trans-and cis-2, 5- dihydropyrroles. The versatility of these chiral synthons towards the synthesis of a wide variety of iminosugar natural products was demonstrated with the short and high yielding asymmetric syntheses of (+)-DMDP, and (−)-bulgecinine. In addition, the first total ...