Oxo-Diels–Alder reaction: Difference between revisions
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An '''Oxo 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. |
An '''Oxo 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. |
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Revision as of 04:51, 3 February 2012
This template must be substituted. Replace {{Requested move ...}} with {{subst:Requested move ...}}. An Oxo 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.
The oxo DA reaction was first reported in 1949 [1] using a methylpentadiene and formaldehyde as reactants.
Asymmetric oxo-DA reactions (including catalytic reactions) are well known.[2] Many strategies rely on coordinating a chiral Lewis acid to the carbonyl group.
See also
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 65 (2009) 2839–2877 doi:10.1016/j.tet.2009.01.068