From Surf Wiki (app.surf) — the open knowledge base
Oxo-Diels–Alder reaction
Chemical reaction
Chemical reaction
Kurt Alder
An oxo-Diels–Alder reaction (also called an oxa-Diels–Alder reaction) is an organic reaction and a variation of the Diels–Alder reaction in which a suitable diene reacts with an aldehyde to form a dihydropyran ring. This reaction is of some importance to synthetic organic chemistry.
:[[Image:Oxo-Diels Alder general.svg|Oxo Diels–Alder reaction general]]
The oxo-DA reaction was first reported in 1949 using a 2-methylpenta-1,3-diene and formaldehyde as reactants.
:[[Image:Oxo Diels Alder reaction Gresham 1949.svg|Oxo Diels–Alder reaction Gresham 1949]] Asymmetric oxo-DA reactions (including catalytic reactions) are well known. Many strategies rely on coordinating a chiral Lewis acid to the carbonyl group.
References
References
- ''A Diels–Alder Type Reaction with Formaldehyde'' Thomas L. Gresham, Thomas R. Steadman [[J. Am. Chem. Soc.]], '''1949''', 71 (2), pp 737–738 {{doi. 10.1021/ja01170a101
- ''Tetrahedron Report number 869 Asymmetric hetero-Diels–Alder reactions of carbonyl compounds'' Helene Pellissier [[tetrahedron (journal). Tetrahedron]] 65 ('''2009''') 2839–2877 {{doi. 10.1016/j.tet.2009.01.068
This article was imported from Wikipedia and is available under the Creative Commons Attribution-ShareAlike 4.0 License. Content has been adapted to SurfDoc format. Original contributors can be found on the article history page.
Ask Mako anything about Oxo-Diels–Alder reaction — get instant answers, deeper analysis, and related topics.
Research with MakoFree with your Surf account
Create a free account to save articles, ask Mako questions, and organize your research.
Sign up freeThis content may have been generated or modified by AI. CloudSurf Software LLC is not responsible for the accuracy, completeness, or reliability of AI-generated content. Always verify important information from primary sources.
Report