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摘要
The efficient construction of the axial chirality of allenes bearing a carbohydrate unit is challenging. Here we observed that the newly developed CuBr2 catalysis may smoothly catalyze the highly diastereo-selective three-component reaction of carbohydrates bearing a terminal alkyne unit, aliphatic or aromatic aldehydes, and (R) or (S)-alpha,alpha-diphenylprolinol, affording carbohydrates bearing the chiral 1,3-substituted allene entity in very high de (94-99%). Synthetically attractive functionalities, such as hydroxyl, amide, malonate, and even tosylate, etc. could all be well tolerated. The role of the carbohydrate unit has been explored.
- 出版日期2015
- 单位浙江大学
