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研究非环状硝基亚烯与亲核试剂的分子间共轭加成的立体化学。

Investigation of the stereochemistry of intermolecular conjugate additions of nucleophiles to acyclic nitrosoalkenes.

机构信息

Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802, USA.

出版信息

Org Lett. 2011 Mar 4;13(5):1258-60. doi: 10.1021/ol2000793. Epub 2011 Feb 4.

DOI:10.1021/ol2000793
PMID:21294528
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3046371/
Abstract

Michael-type conjugate additions of γ-chiral aldehyde-derived acyclic nitrosoalkenes have been explored using a series of carbon and hetero nucleophiles. In all cases examined, these reactions are stereoselective, leading exclusively to the anti products.

摘要

使用一系列碳亲核试剂和杂亲核试剂探索了γ-手性醛衍生的无环亚硝酮的迈克尔型共轭加成反应。在所检查的所有情况下,这些反应都是立体选择性的,仅得到反式产物。

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本文引用的文献

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Acta Crystallogr Sect E Struct Rep Online. 2009 Oct 17;65(Pt 11):o2742. doi: 10.1107/S1600536809041245.
2
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J Org Chem. 2011 Apr 1;76(7):2094-101. doi: 10.1021/jo1024392. Epub 2011 Feb 28.
3
Nucleophilic α-arylation and α-alkylation of ketones by polarity inversion of N-alkoxyenamines: entry to the umpolung reaction at the α-carbon position of carbonyl compounds.通过N-烷氧基烯胺的极性翻转实现酮的亲核α-芳基化和α-烷基化:羰基化合物α-碳位置的极性转换反应研究
Angew Chem Int Ed Engl. 2011 Jan 24;50(4):928-31. doi: 10.1002/anie.201004374. Epub 2010 Nov 23.
4
Efficient methodology for alkylation of vinylnitroso compounds with carbon nucleophiles.用碳亲核试剂使乙烯基亚硝基化合物烷基化的有效方法。
Tetrahedron Lett. 2010 Apr 14;51(15):2032-2035. doi: 10.1016/j.tetlet.2010.02.050.
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