钯催化不对称烯丙基化反应的不对称全合成（-）-cephalotaxine。
Asymmetric Formal Synthesis of (-)-Cephalotaxine via Palladium-Catalyzed Enantioselective Tsuji Allylation.
机构信息
State Key Laboratory Breeding Base-Hebei Province Key Laboratory of Molecular Chemistry for Drug, College of Chemical & Pharmaceutical Engineering, Hebei University of Science & Technology , Shijiazhuang 050018, P. R. China.
School of Life Science and Engineering, Southwest Jiaotong University , Chengdu 610031, P. R. China.
出版信息
Org Lett. 2018 Feb 16;20(4):1050-1053. doi: 10.1021/acs.orglett.7b04008. Epub 2018 Feb 5.
Asymmetric synthesis of the pentacyclic alkaloid (-)-cephalotaxine was accomplished via palladium-catalyzed enantioselective Tsuji allylation for construction of the aza-containing tetrasubstituted stereogenic center (95% yield, 93% ee). The allyl enol carbonate precursor was prepared from Hanaoka's ketone intermediate, which was formed by a novel formic acid promoted ring-expansion reaction.
通过钯催化的对映选择性 Tsuji 烯丙基化反应，实现了五环生物碱(-)-喜树碱的不对称合成，用于构建含氮的四取代手性中心（95%产率，93%ee）。烯丙基碳酸酯前体是由 Hanaoka 酮中间体制备的，该中间体是通过新型甲酸促进的环扩张反应形成的。
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