AgAsF6/Sm(OTf)3 促进了吲哚与β,γ-不饱和α-酮酯的不对称傅克烷基化反应的对映选择性反转。
AgAsF6/Sm(OTf)3 promoted reversal of enantioselectivity for the asymmetric Friedel-Crafts alkylations of indoles with beta,gamma-unsaturated alpha-ketoesters.
机构信息
Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, PR China.
出版信息
Org Lett. 2010 Jan 1;12(1):180-3. doi: 10.1021/ol902587t.
The first example of central metal controlled reversal of enantioselectivity in asymmetric Friedel-Crafts alkylation of indoles and beta,gamma-unsaturated alpha-ketoesters has been developed. Using the same chiral starting material derived N,N'-dioxides 1a and 1b as ligands, various indole esters 4 were obtained in good to excellent yields and enantioselectivities. The reaction also featured mild reaction conditions and remarkably low catalyst loading (down to 0.01 mol %).
首例中心金属控制的不对称傅克烷基化吲哚和β,γ-不饱和α-酮酯的对映选择性反转的例子已经被开发出来。使用相同的手性起始原料衍生的 N,N'-二氧杂环戊烷 1a 和 1b 作为配体，得到了各种吲哚酯 4，产率和对映选择性都很好。该反应还具有温和的反应条件和显著低的催化剂负载量（低至 0.01mol%）。
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