Fructose 1, 6-diphosphate aldolase-catalyzed stereoselective synthesis of C-alkyl and N-containing sugars: thermodynamically controlled CC bond formations

JR Durrwachter, CH Wong

Index: Durrwachter, John R.; Wong, Chi-Huey Journal of Organic Chemistry, 1988 , vol. 53, # 18 p. 4175 - 4181

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Citation Number: 73

Abstract

Fructose 1, 6-diphosphate aldolase catalyzed aldol condensations have been used in syntheses of several new N-containing and C-alkyl sugars on 4-20-mmol scales. The enzyme is highly specific for dihydroxyacetone phosphate as donor but accepts a number of achiral and chiral aldehydes (both D and L isomers) as acceptors. Due to the reversible nature of the aldol reaction, a thermodynamically controlled approach was employed for ...