Highly Enantioselective Synthesis of γ-Hydroxy-α,β-Acetylenic Esters Catalyzed by a β-Sulfonamide Alcohol
Highly Enantioselective Synthesis of γ-Hydroxy-α,β-Acetylenic Esters Catalyzed by a β-Sulfonamide Alcohol
Li Lin, Xianxing Jiang, Weixia Liu, Li Qiu, Zhaoqing Xu, Jiangke Xu, and Rui Wang*
State Key Laboratory of Applied Organic Chemistry, Institute of Biochemistry and Molecular Biology, Lanzhou University, Lanzhou 730000, China,
and State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, China
This work concerns the asymmetric addition of methyl propiolate to aldehydes with 1,2-dimethoxyethane (DME) as additive and β-sulfonamide alcohol titanium complex as a catalyst. The reactions proceeded under mild conditions and gave the highly functionalized chiral propargylic alcohols with high ee values and good yields. Differences between three types of ligands have also been discussed.
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