1385035-98-2Relevant academic research and scientific papers
Diastereoselective addition of arylzinc reagents to sugar aldehydes
Wouters, Ana D.,Lüdtke, Diogo S.
supporting information; experimental part, p. 3962 - 3965 (2012/09/25)
The diastereoselective arylation of sugar-derived aldehydes is described. The arylating reagents are generated in situ by a boron-to-zinc exchange reaction of arylboronic acids with Et2Zn to generate arylethylzinc reagents. The exquisite reactivity of the arylzinc reagents allowed for an efficient and mild arylation, delivering the corresponding products in diastereoisomeric ratios of up to >20:1. The utility of the methodology is highlighted with an efficient formal synthesis of (+)-7-epi-goniofufurone, a member of the styryllactone family of natural products.
