首页|Palladium-Catalyzed One-Step Synthesis of Stereodefined Difunctionalized Glycals
Palladium-Catalyzed One-Step Synthesis of Stereodefined Difunctionalized Glycals
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维普
Efficiently modifying glycals by directly introducing functional groups into their double bonds is a long-standing challenge.Here,the strategy of introducing two different functional groups into 1-iodoglycals to obtain modified glycals in one step through palladium catalysis was reported for the first time,and the modi-fied glycals contained stereodefined tetrasubstituted olefins.Using this method,various difunctionalized glycals that were difficult to form by other routes were synthesized in moderate to good yields.Control experiments and density functional theory calcula-tions show that the palladium catalyst played dual roles in this transformation,namely,inducing nucleo-philic substitution and catalyzing Suzuki coupling.The reaction intermediate was isolated and confirmed by X-ray crystallographic analysis.Furthermore,the gram-scale synthesis and facile deprotection of the target compound enhances the practicality of this strategy.
NETL
NSTL
万方数据
维普
