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一种用于格氏试剂向-(-丁基亚磺酰基)亚胺进行非对映选择性加成的改进机理模型。

An improved mechanistic model for the diastereoselective addition of Grignard reagents to -(-butylsulfinyl)imines.

作者信息

Guijarro David

机构信息

Departamento de Química Orgánica, Facultad de Ciencias and Instituto de Síntesis Orgánica (ISO), Universidad de Alicante Apdo. 99 03080 Alicante Spain

出版信息

RSC Adv. 2025 Sep 3;15(38):31664-31673. doi: 10.1039/d4ra06560c. eCollection 2025 Aug 29.

DOI:10.1039/d4ra06560c
PMID:40908981
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC12406119/
Abstract

The mechanism of the diastereoselective addition of ethylmagnesium bromide to ()--benzylidene-2-methylpropane-2-sulfinamide in CHCl has been studied by DFT calculations using a model that involves an explicit molecule of diethyl ether (coming from the Grignard reagent solution) coordinated to the magnesium atom. Several reaction pathways have been investigated and the energy profiles obtained for the preferred routes lead to an estimated diastereomeric ratio that matches very well with the experimental data. This new mechanistic model gives a plausible explanation of the diastereoselectivity obtained in the reaction.

摘要

通过密度泛函理论（DFT）计算，使用一个涉及与镁原子配位的二乙醚分子（来自格氏试剂溶液）的模型，研究了在CHCl中溴化乙基镁对（）-亚苄基-2-甲基丙烷-2-亚磺酰胺的非对映选择性加成反应机理。研究了几种反应途径，通过对优选途径获得的能量剖面图得出的非对映体比例估计值与实验数据非常吻合。这种新的机理模型为该反应中获得的非对映选择性给出了合理的解释。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/117d/12406119/c6098d986610/d4ra06560c-f6.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/117d/12406119/a87c023b264d/d4ra06560c-s1.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/117d/12406119/ed964727417d/d4ra06560c-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/117d/12406119/2738fcee7478/d4ra06560c-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/117d/12406119/bd20b234bfe2/d4ra06560c-f3.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/117d/12406119/c6098d986610/d4ra06560c-f6.jpg

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本文引用的文献

1
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J Chem Inf Model. 2023 Aug 14;63(15):4483-4489. doi: 10.1021/acs.jcim.3c00271. Epub 2023 Aug 3.
2
The activation strain model and molecular orbital theory: understanding and designing chemical reactions.激活应变模型和分子轨道理论：理解和设计化学反应。
Chem Soc Rev. 2014 Jul 21;43(14):4953-67. doi: 10.1039/c4cs00055b. Epub 2014 Apr 4.
3
Mechanistic insights on the stereoselective nucleophilic 1,2-addition to sulfinyl imines.
手性亚砜亚胺的立体选择性亲核 1,2-加成的反应机理研究。
J Org Chem. 2014 Mar 21;79(6):2514-21. doi: 10.1021/jo402802j. Epub 2014 Mar 11.
4
NCIPLOT: a program for plotting non-covalent interaction regions.NCIPLOT：一个用于绘制非共价相互作用区域的程序。
J Chem Theory Comput. 2011 Mar 8;7(3):625-632. doi: 10.1021/ct100641a.
5
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J Chem Phys. 2010 Apr 21;132(15):154104. doi: 10.1063/1.3382344.
6
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7
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8
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9
Distortion/interaction energy control of 1,3-dipolar cycloaddition reactivity.1,3-偶极环加成反应性的畸变/相互作用能控制
J Am Chem Soc. 2007 Sep 5;129(35):10646-7. doi: 10.1021/ja0734086. Epub 2007 Aug 9.
10
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J Org Chem. 2007 Jan 5;72(1):35-42. doi: 10.1021/jo0613683.