Carbohydrates enantiomeric conformers

Toward a screening program for RhuA stereoselectivity, structurally more simplified dioxane derivatives 25-27 comprising enantiomeric and diastereomeric 3-hydroxyaldehyde geometries in a conformationally defined environment could be prepared easily from carbohydrate precursors (Scheme 2.2.5.10). First results from product analysis provide further evidence for occasionally biased fixation of... 

Carbohydrate derivatives possess a copious number of functionalized stereogenic centers [1]. Because of its rich and varied functionality as well as its stereochemical signature, they are suitable chiral starting materials for enantiomerically pure compound synthesis [2] as demonstrated in many literature examples [3-7], In addition, when the carbohydrate is in a cyclic structure, especially in the pyranose ring (A Figure 14.1), it has a conformational bias, due to combined steric and stereoelectronic effects [8], that allows to predict and control the stereochemical outcome of many reactions on the carbohydrate template (Figure 14.1). 

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