One-Pot Asymmetric Nitro-Mannich/Hydroamination Cascades for the Synthesis of Pyrrolidine Derivatives: Combining Organocatalysis and Gold Catalysis.

One-Pot Asymmetric Nitro-Mannich/Hydroamination Cascades for the Synthesis of Pyrrolidine Derivatives: Combining Organocatalysis and Gold Catalysis.
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DOI:
10.1021/cs401008v
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发表时间:
2014-02-07
期刊:
影响因子:
12.9
通讯作者:
Dixon, Darren J.
Dixon, Darren J.
中科院分区:
化学1区
文献类型:
--
作者:
Barber, David M.;Duris, Andrej;Thompson, Amber L.;Sanganee, Hitesh J.;Dixon, Darren J.

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报道了一锅法硝基-Mannich/氢胺化级联反应高对映选择性地合成三取代吡咯烷衍生物。该级联方法利用不对称双官能有机催化硝基曼尼希反应,随后是金催化的丙二烯氢胺化反应。产物以良好的产率和优异的非对映体和对映体选择性得到。
The highly enantioselective preparation of trisubstituted pyrrolidine derivatives employing a one-pot nitro-Mannich/hydroamination cascade is reported. This cascade approach utilizes an asymmetric bifunctional organocatalytic nitro-Mannich reaction followed by a gold-catalyzed allene hydroamination reaction. The products are afforded in good yields and excellent diastereo- and enantioselectivities.
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