An unexpected isomerisation of Isoquinuclidines

IF 1.9 4区化学 Q2 CHEMISTRY, ORGANIC

Journal of Physical Organic Chemistry Pub Date : 2023-05-10 DOI:10.1002/poc.4518

Rebeca G. Moura, Patrick R. Batista, Lucas C. Ducati, Lydia F. Yamaguchi, Liliana Marzorati

引用次数: 0

Abstract

The Diels–Alder reaction of three chiral dihydro-2H-[2,3-a]oxazolopyridines with N-methylmaleimide afforded the corresponding chiral cycloadducts as diastereomeric mixtures. In the presence of a solvent, some of the originally formed adducts underwent isomerisation to new isoquinuclidines.

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异奎宁环类化合物的意外异构化

三种手性二氢-2H-[2,3-a]恶唑并吡啶与N-甲基马来酰亚胺的Diels–Alder反应得到了相应的手性环加合物作为非对映体混合物。在溶剂存在下，一些最初形成的加合物发生异构化，生成新的异奎宁环。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Journal of Physical Organic Chemistry 化学-物理化学

CiteScore

3.60

自引率

11.10%

发文量

161

审稿时长

2.3 months

期刊介绍： The Journal of Physical Organic Chemistry is the foremost international journal devoted to the relationship between molecular structure and chemical reactivity in organic systems. It publishes Research Articles, Reviews and Mini Reviews based on research striving to understand the principles governing chemical structures in relation to activity and transformation with physical and mathematical rigor, using results derived from experimental and computational methods. Physical Organic Chemistry is a central and fundamental field with multiple applications in fields such as molecular recognition, supramolecular chemistry, catalysis, photochemistry, biological and material sciences, nanotechnology and surface science.