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The Diels–Alder reaction was one step in an early preparation of the steroids cortisone and cholesterol. [75] The reaction involved the addition of butadiene to a quinone. Diels-Alder in the total synthesis of cortisone by R. B. Woodward. Diels–Alder reactions were used in the original synthesis of prostaglandins F2α and E2. [76]
Organic Chemistry/Print version; Structural Biochemistry/Organic Chemistry; Structural Biochemistry/Volume 1; Usage on en.wiktionary.org Diels-Alder reaction; Usage on es.wikipedia.org Reacción de Diels-Alder; Reacciones de alquenos; Usage on eu.wikipedia.org Diels-Alder erreakzio; Usage on fi.wikipedia.org Sykloadditio; Diels–Alder-reaktio
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The synchronous 6π-electron Diels-Alder reaction is a [π 4 s + π 2 s]-cycloaddition (i.e. suprafacial with respect to both components), as exemplified by the reaction to the right. The Diels-Alder reaction is suprafacial with respect to both components. Thus as the total number of antarafacial components is 0, which is even, the reaction is ...
The Boger pyridine synthesis is a cycloaddition approach to the formation of pyridines named after its inventor Dale L. Boger, who first reported it in 1981. [1] The reaction is a form of inverse-electron demand Diels-Alder reaction in which an enamine reacts with a 1,2,4-triazine to form the pyridine nucleus.
The retro-Diels–Alder reaction proper is the microscopic reverse of the Diels–Alder reaction: a concerted (but not necessarily synchronous), pericyclic, single-step process. Evidence for the retro-Diels–Alder reaction was provided by the observation of endo-exo isomerization of Diels–Alder adducts. [6]
Diagram of Photocatalytic bis-enone hetero-Diels–Alder reaction. Similarly, electron-rich styrenes participate in intra- or intermolecular Diels–Alder cyclizations via a radical cation mechanism. [30] [31] [Ru(bipy) 3] 2+ was a competent catalyst for intermolecular, but not intramolecular, Diels–Alder cyclizations. This photoredox ...
The Wagner-Jauregg reaction is a classic organic reaction in organic chemistry, named after Theodor Wagner-Jauregg [] (son of Julius Wagner-Jauregg), describing the double Diels–Alder reaction of 2 equivalents of maleic anhydride with a 1,1-diarylethylene.