甲亚胺叶立德与α-硝基-α,β-不饱和酮之间的有机催化不对称多米诺[3+2]环加成-酰基转移反应
Organocatalytic Asymmetric Domino [3+2]-Cycloaddition-Acyl Transfer Reaction between Azomethine Ylides and α-Nitro-α,β-Unsaturated Ketones.
作者信息
Sahoo Subas Chandra, Parida Chandrakanta, Pan Subhas Chandra
机构信息
Department of Chemistry, Indian Institute of Technology Guwahati, North Guwahati, Assam, India, 781039.
出版信息
Chem Asian J. 2023 Oct 4;18(19):e202300563. doi: 10.1002/asia.202300563. Epub 2023 Aug 28.
Herein we have developed an organocatalytic asymmetric domino [3+2]-cycloaddition-acyl transfer reaction between in situ generated azomethine ylides and α-nitro-α,β-unsaturated ketones. The desired penta-substituted pyrrolidine products were obtained in high yields and in moderate to good enantio- and diastereoselectivities. Also, an isomerization reaction in silica gel was performed for the formation of another diastereomer in high yields with retention of enantioselectivities.
在此，我们开发了一种有机催化的不对称多米诺[3+2]环加成-酰基转移反应，该反应发生在原位生成的甲亚胺叶立德与α-硝基-α,β-不饱和酮之间。所需的五取代吡咯烷产物以高产率以及中等至良好的对映和非对映选择性获得。此外，还在硅胶中进行了异构化反应，以高产率形成另一种非对映异构体，同时保持对映选择性。
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