A stereoselective totally synthetic route to methyl. alpha.-peracetylhikosaminide

SJ Danishefsky, CJ Maring

Index: Danishefsky, Samuel J.; Maring, Clarence J. Journal of the American Chemical Society, 1989 ,  vol. 111,  # 6  p. 2193 - 2204

Full Text: HTML

Citation Number: 31

Abstract

Abstract: A synthesis of the title system from D-gahCtOSe has been achieved. The racemic galactose 1, 2, 3, 4-bisacetonide is expanded to a C7 heptulose, which is then extended to an undecose by a Lewis acid catalyzed cyclocondensation reaction. Racemic galactose was synthesized from furfural by a similar cyclocondensation reaction.