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膦催化β-磺酰胺基取代的烯酮与α-氰基-α,β-不饱和酮的[3 + 2]环化反应合成高度取代的吡咯烷。

Phosphine-catalyzed [3 + 2] annulation of β-sulfonamido-substituted enones with -α-cyano-α,β-unsaturated ketones for the synthesis of highly substituted pyrrolidines.

作者信息

Gao Zhenzhen, Xie Lei, Ji Lusha, Ma Xin, Li Xiaojing, Liu Honglei, Guo Hongchao

机构信息

School of Pharmacy, Liaocheng University Liaocheng 252000 Shandong P. R. China

College of Materials Science and Engineering, Qingdao University Qing dao 266071 Shandong P. R. China

出版信息

RSC Adv. 2021 Dec 17;11(63):40136-40139. doi: 10.1039/d1ra07881j. eCollection 2021 Dec 13.

DOI:10.1039/d1ra07881j
PMID:35494138
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9044564/
Abstract

To synthesize highly substituted pyrrolidines, we developed a phosphine-catalyzed [3 + 2] annulation of β-sulfonamido-substituted enones with -α-cyano-α,β-unsaturated ketones. We prepared a series of pyrrolidines under mild conditions with high yields and moderate-to-good diastereoselectivities. A catalytic mechanism for this reaction is suggested.

摘要

为了合成高度取代的吡咯烷，我们开发了一种膦催化的β-磺酰胺基取代烯酮与α-氰基-α,β-不饱和酮的[3 + 2]环化反应。我们在温和的条件下制备了一系列吡咯烷，产率高，非对映选择性中等至良好。并提出了该反应的催化机理。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cde5/9044564/efe740a54625/d1ra07881j-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cde5/9044564/fc594ba070a4/d1ra07881j-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cde5/9044564/efe740a54625/d1ra07881j-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cde5/9044564/fc594ba070a4/d1ra07881j-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cde5/9044564/efe740a54625/d1ra07881j-s2.jpg

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本文引用的文献

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