2,4,6-Triisopropylstryrene was synthesized in a single step via the Witting Reaction from the corresponding aldehyde. The reaction of three styrene's derivatives, 2,6-dimethylstyrene, 2,4,6-trimethylstyrene, and 2,4,6- triisopropylstyrene with 4-methyl-l,2,4-triazoline-3,5-dion(M eTD) was investigated. These reactions are instantaneous at room temperature and lead to the formation of 2: 1 ...

Nature's repertoire of biosynthetic transformations has recently been recognized to include the Diels-Alder cycloaddition reaction. Evidence now exists that there are enzymes that mediate the Diels-Alder reaction in secondary metabolic biosynthetic pathways. 2002 marked the 100th anniversary of Alder's birth and 75 years since the discovery of the Diels-Alder reaction. It would appear that livi...

2,4,6-triisopropylstryrene was synthesized in a single step via the witting reaction from the corresponding aldehyde. the reaction of three styrene's derivatives, 2,6-dimethylstyrene, 2,4,6-trimethylstyrene, and 2,4,6- triisopropylstyrene with 4-methyl-l,2,4-triazoline-3,5-dion(m etd) was investigated. these reactions are instantaneous at room temperature and lead to the formation of 2: 1 ...

This paper describes the use of a substituent effects study to understand the mechanistic basis for an interfacial Diels-Alder reaction that does not proceed with standard second-order kinetics. Cyclopentadiene (Cp) undergoes a Diels-Alder reaction with a chemisorbed mercaptobenzoquinone to yield an immobilized Diels-Alder adduct. The pseudo-first-order rate constants are not linearly related t...

The aqueous Diels-Alder reaction of 1,3-cyclohexadiene with 1,4-benzoquinone was compared and contrasted to the same reaction catalyzed with Flextyl P, a novel Ti(IV) performance catalyst. The catalyst improved conversion by 22% versus the uncatalyzed reaction and represents a rare example of a Ti(IV) catalyzed Diels-Alder reaction in water.

ABSTRACT The Diels-Alder reaction between methyl (Z)-2-nitro-3-(4-nitrophenyl)-2-propenoate and cyclopentadiene yields a mixture of carbodiene Diels-Alder adducts. B3LYP/6-31G(d) simulations indicate that the conversion of addends into methyl (1R*,2S*,3S*,4R*)-2-nitro-3-(4-nitrophenyl)-bicyclo[2.2.1]hept-5-ene-2-carboxylate occurs via two-stage heterodiene Diels-Alder reaction and (in a second ...

In order to construct the functionalized AB ring system of clifednamide, member of the class of macrocyclic tetramic acid lactams, a synthesis was developed which utilized an Ireland-Claisen rearrangement and an intramolecular Diels-Alder reaction. Starting from di-O-isopropylidene-d-mannitol the allyl carboxylate precursor for the sigmatropic rearrangement was prepared. This rearrangement proc...

Detailed analysis of calculated data from an experimental/computational study of intramolecular furan Diels-Alder reactions has led to the unusual discovery that the mean contraction of the newly forming C-C σ-bonds from the transition state to the product shows a linear correlation with both reaction Gibbs free energies and reverse energy barriers. There is evidence for a similar correlation i...

Abstract The Diels–Alder reaction has long been established as an extremely useful procedure in the toolbox of natural product chemists. It tolerates a wide spectrum building blocks different complexity and degrees derivatization, enables formation six-membered rings with well-defined stereochemistry. In recent years, many total syntheses products have reported that rely, at some point, on use ...