31525-67-4Relevant articles and documents
Asymmetric Solid-Phase Synthesis of (3′R,4′R)-Di-O-cis-acyl 3-Carboxyl Khellactones
Xia, Yi,Yang, Zheng-Yu,Brossi, Arnold,Lee, Kuo-Hsiung
, p. 2113 - 2115 (1999)
Matrix Presented We describe a practical parallel synthesis of (3′R,4′R)-di-O-cis-acyl 3-carboxyl khellactones on a solid phase in high yield. The highlights of this synthesis include a Knoevenagel condensation, asymmetric dihydroxylation, catalyzed acylation, and product cleavage from the solid support.
Fructose 1,6-Diphosphate Aldolase Catalyzed Stereoselective Synthesis of C-Alkyl and N-Containing Sugars: Thermodynamically Controlled C-C Bond Formations.
Durrwachter, John R.,Wong, Chi-Huey
, p. 4175 - 4181 (2007/10/02)
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 the syntheses in which racemic aldehydes were used as substrates and thermodynamically more stable products were preferentially produced.