Rapid preparation of variously protected glycals using titanium (III)

…, CL Cavallaro, J Schwartz

文献索引：Spencer, Roxanne P.; Cavallaro, Cullen L.; Schwartz, Jeffrey Journal of Organic Chemistry, 1999 , vol. 64, # 11 p. 3987 - 3995

全文：HTML全文

被引用次数: 55

摘要

Glycosyl chlorides and bromides can be rapidly converted to glycals in high yield by reaction with (Cp2Ti [III] Cl) 2. This reagent tolerates a wide range of common carbohydrate protecting groups, including silyl ethers, acetals, and esters; the methodology provides a general route for the preparation of glycals substituted with both acid-and base-labile functionality. A reaction mechanism is proposed that is based on heteroatom abstraction ...