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一种由手性 '-二氧化物-金属配合物催化的不对称曼尼希反应的新方法。

A new approach to the asymmetric Mannich reaction catalyzed by chiral ,'-dioxide-metal complexes.

作者信息

Lian Xiangjin, Lin Lili, Fu Kai, Ma Baiwei, Liu Xiaohua, Feng Xiaoming

机构信息

Key Laboratory of Green Chemistry & Technology , Ministry of Education , College of Chemistry , Sichuan University , Chengdu 610064 , P. R. China . Email:

出版信息

Chem Sci. 2017 Feb 1;8(2):1238-1242. doi: 10.1039/c6sc03902b. Epub 2016 Oct 3.

DOI:10.1039/c6sc03902b
PMID:28451265
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5369522/
Abstract

A highly efficient asymmetric Mannich-type reaction between α-tetralone-derived β-keto esters/amides and 1,3,5-triaryl-1,3,5-triazinanes was realized in the presence of chiral ,'-dioxide-Ni(ii) or Mg(ii) complex. A variety of optically active β-amino compounds with all-carbon quaternary stereocenters were obtained in good yields with excellent enantioselectivities. A possible transition state was proposed based on these experiments and previous reports.

摘要

在手性双噁唑啉-镍（II）或镁（II）配合物存在下，实现了α-四氢萘酮衍生的β-酮酯/酰胺与1,3,5-三芳基-1,3,5-三嗪烷之间高效的不对称曼尼希型反应。以良好的产率和优异的对映选择性得到了多种具有全碳季立体中心的光学活性β-氨基化合物。基于这些实验和先前的报道提出了一种可能的过渡态。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/61b6/5369522/85828329a3b2/c6sc03902b-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/61b6/5369522/96a2fa63c232/c6sc03902b-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/61b6/5369522/2fcb9a733a2e/c6sc03902b-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/61b6/5369522/b438f7149145/c6sc03902b-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/61b6/5369522/85828329a3b2/c6sc03902b-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/61b6/5369522/96a2fa63c232/c6sc03902b-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/61b6/5369522/2fcb9a733a2e/c6sc03902b-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/61b6/5369522/b438f7149145/c6sc03902b-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/61b6/5369522/85828329a3b2/c6sc03902b-f1.jpg

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