Tetrahedron letters

Diastereoselective synthesis of methyl α-kedarosaminide, a carbohydrate moiety of the enediyne antitumor antibiotic kedarcidin chromophore

T Vuljanic, J Kihlberg, P Somfai

Index: Vuljanic, Tatjana; Kihlberg, Jan; Somfai, Peter Tetrahedron Letters, 1994 , vol. 35, # 37 p. 6937 - 6940

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Citation Number: 20

Abstract

Abstract Methyl α-kedarosaminide (9), a carbohydrate moiety of the enediyne antitumor antibiotic kedarcidin chromophore, was synthesised from d-threonine. Stereoselective reduction of the allyl ketone 5 derived from d-threonine was a key step in the synthesis, which was achieved by using Me 4 NBH (OAc) 3 for intramolecular hydride delivery.