Bicyclic structures from carbohydrates

In the light of the analogy between the structures of these alkaloids and glucose, some of the above mentioned enzymatic methods for the selective functionalization of carbohydrates were applied to prepare several acyl derivatives of 155 and 160. Thus, subtilisin transfers the acyl moieties from several activated esters to the 1-OH group of the bicyclic base in moderate to high yields (Fig. 18-22)[265, 2661. Again,... 

Several carbohydrate-based bicyclic and tricyclic phosphoramidates and phosphoramidothioates have been prepared in selected pure diastereoisomeric forms characterized structurally by X-ray techniques. Such compounds include (99) derived from... 

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