126854-87-3

Upstream product

• 63598-31-2 methyl 4,6-O-(R)-benzylidene-2-deoxy-α-D-erythrohexopyranosid-3-ulose 
• 63593-02-2 3-O-benzyl-1,2-O-isopropylidene-α-D-ribo-pentodialdo-1,4-furanose 

Downstream Products

• 126923-61-3 (2R,4aR,6S,7R,8R,8aS)-7-[(R)-((3aR,5R,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-hydroxy-methyl]-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol 

Relevant academic research and scientific papers

Facial-selective Carbohydrate-based Aldol Additions

The enolate of the 2-deoxy-3-oxo-pyranoside (1) undergoes aldol additions from the β-face exclusively, and so stereoselectivity of the reaction apparently relies entirely on control elements in the aldehyde, such as α- or α,β-chelation.

Carbohydrate-derived partners display remarkably high stereoselectivity in aldol coupling reactions

Aldol condensation between 3-keto and aldehyde sugars have been studied. The enolate 3 reacts with aldehydes preferentially from the β-face to give axial C2 condensation products. However, if the reaction conditions are not controlled properly some C2 epi