Planar-Chiral Cyclopentadienyl-Ruthenium-Catalyzed Regio- and Enantioselective Asymmetric Allylic Alkylation of Silyl Enolates under Unusually Mild Conditions
Planar-Chiral Cyclopentadienyl-Ruthenium-Catalyzed Regio- and Enantioselective Asymmetric Allylic Alkylation of Silyl Enolates under Unusually Mild Conditions
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DOI：
10.1002/adsc.201500970
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发表时间：
2016-02
影响因子：
5.4
通讯作者：
N. Kanbayashi;Arisa Yamazawa;Koichiro Takii;T. Okamura;K. Onitsuka
中科院分区：
文献类型：
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作者：
N. Kanbayashi;Arisa Yamazawa;Koichiro Takii;T. Okamura;K. Onitsuka
报道了烯丙基氯与烯醇化硅酯作为碳亲核试剂在平面手性环戊二烯基钌（Cp′Ru）催化下的不对称烯丙基烷基化反应.该反应在非常温和的条件下进行，得到具有完全区域选择性和高对映选择性的所需支化产物，并且可以耐受反应性官能团，如醛。在该反应体系中，Cp′Ru对烯醇化硅和烯丙基氯都起着重要的活化作用。
We report the asymmetric allylic alkylation of allylic chlorides with silyl enolates as a carbon nucleophile using a planar-chiral cyclopentadienyl-ruthenium (Cp′Ru) catalyst. The reaction proceeds under unusually mild conditions to give the desired branched products with complete regioselectivity and high enantioselectivity, and reactive functional groups, such as aldehyde, can be tolerated. In this reaction system, Cp′Ru plays an important role in activating both silyl enolate and allylic chloride.