糖基亚苄基NaBH_3 CN-HCl选择性开环过程中乙酰基迁移现象的研究

Studies on the Migration of Acetyl Group During the Process of Reductive Ring-Opening of 4,6-O-Benzylidene Thioglycoside with NaBH_3 CN-HCl

用NaBH3CN HCl/Et2 O对 3 O 乙酰基 4,6 O 亚苄基 β D 吡喃半乳糖乙硫苷 (2 )进行还原开环 ,发现有乙酰基迁移至 2 位的产物生成 ;进一步的实验表明 ,室温条件下 ,NaBH3CN与

Reductive opening of the 4, 6 O benzylidene ring of ethyl 3 O acetyl 4, 6 O benzyli dene β D galactopyranothioglycoside (2) with NaBH 3CN HCl/Et 2O gave an unexpected product with the acetyl group migrated to the 2 OH. Further experiment showed that the migration was induced by NaBH 3CN at room temperature.