Dipyranoid disaccharide mimetics

This procedure has also been used to prepare a series of hydrolytically stable dipyranoid disaccharide mimetics from homologous dihydroxy-a,oo-dialdehydes37 (Scheme 5.16). While the FruA and FucA reactions are selective for the (W)-aldchydc, the RhuA reactions are selective for the (S)-aldehydes, all giving thermodynamically more stable product with retention of the natural stereochemistry for the two newly formed carbon centers. 

Scheme 7. Formation of a series of hydrolytically stable dipyranoid disaccharide mimetics from homologous dihydroxy- ,ta-dienes by tandem enzymatic aldolizations. Abbreviations for reaction conditions FruA /RhuA /FucA = 1.) O3, then (CHjljS 2.) aldolase, DHAP 3.) phosphatase. This notation is used throughout subsequent diagrams (except when indicated otherwise)...

---

See also in sourсe #XX -- [ ]

---