Diels–Alder reaction
Named reaction
In organic chemistry, the Diels–Alder reaction is a chemical reaction between a conjugated diene and a substituted alkene, commonly termed the dienophile, to form a substituted cyclohexene derivative. It is the prototypical pericyclic reaction with a concerted mechanism; specifically, it is a thermally-allowed [4+2] cycloaddition with Woodward–Hoffmann symbol [π4s + π2s].
Checked procedures in Organic Syntheses
- An efficient, highly diastereo- and enantioselective hetero-Diels-Alder catalyst. Preparation of (2S,6R)-6-(tert-butyldimethyl-silyloxymethyl)-2-methoxy-2,5-dihydropyran
- An improved preparation of 3-bromo-2H-pyran-2-one: an ambiphilic diene for Diels-Alder cycloadditions
- Chiral (acyloxy)borane complex-catalyzed asymmetric Diels-Alder reaction: (1R)-1,3,4-trimethyl-3-cyclohexene-1-carboxaldehyde
- Cyclopropene: a new simple synthesis and its Diels-Alder reaction with cyclopentadiene
- Diasteroselective formation of α-methoxycarbonyl lactones through an intramolecular Diels–Alder reaction: (4RS,4aRS,6RS,8aRS)-, (4S,4aS,6S,8aS)- and (4R,4aR,6R,8aR)-4-methoxycarbonyl-1,1,6-trimethyl-1,4,4a,5,6,7,8,8a-octahydro-2,3-benzopyrone [rac-5, (+)-5, and (−)-5]
- Diels-Alder addition of perchlorobenzyne: benzobarrelene
- Diels-Alder reaction of 1,2,4,5-hexatetraene: tetramethyl[2.2]paracyclophane-4,5,12,13-tetracarboxylate
- Domino Diels–Alder reaction: 3,3a,3b,4,6a,7a-hexahydro-3,4,7-metheno-7H-cyclopenta[a]pentalene-7,8-dicarboxylic acid