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Oxo-Diels–Alder reaction

From Wikipedia, the free encyclopedia
Chemical reaction
Oxo-Diels–Alder reaction
Named afterOtto Diels
Kurt Alder
Reaction typeCycloaddition
Identifiers
RSC ontology IDRXNO:0000310

Anoxo-Diels–Alder reaction (also called anoxa-Diels–Alder reaction) is anorganic reaction and a variation of theDiels–Alder reaction in which a suitablediene reacts with analdehyde to form adihydropyran ring. This reaction is of some importance to synthetic organic chemistry.

Oxo Diels–Alder reaction general

The oxo-DA reaction was first reported in 1949[1] using a 2-methylpenta-1,3-diene andformaldehyde as reactants.

Oxo Diels–Alder reaction Gresham 1949

Asymmetric oxo-DA reactions (including catalytic reactions) are well known.[2] Many strategies rely on coordinating achiral Lewis acid to the carbonyl group.

See also

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References

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  1. ^A Diels–Alder Type Reaction with Formaldehyde Thomas L. Gresham, Thomas R. SteadmanJ. Am. Chem. Soc.,1949, 71 (2), pp 737–738doi:10.1021/ja01170a101
  2. ^Tetrahedron Report number 869 Asymmetric hetero-Diels–Alder reactions of carbonyl compounds Helene PellissierTetrahedron 65 (2009) 2839–2877doi:10.1016/j.tet.2009.01.068
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