Preparation of Highly-Substituted Pyridines via Diels-Alder Reactions of Vinylallenes and Tosyl cyanide
نویسندگان
چکیده
منابع مشابه
Synthesis of highly substituted cyclohexenes via mixed Lewis acid-catalyzed Diels-Alder reactions of highly substituted dienes and dienophiles.
[reaction: see text] A high-yielding method is described for the rapid synthesis of very hindered cyclohexenes by the Diels-Alder reaction of hindered silyloxy dienes and dienophiles using the mixed Lewis acid catalyst system (AlBr(3)/AlMe(3)). Thus, reaction of the hindered diene 4 with various substituted enones gave good yields of the expected cycloadducts even though both partners are quite...
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A 2-diethanolamine boronyl substituted 1,3-diene has been synthesized in high yield and characterized spectroscopically as well as by X-ray crystallography. This diene has then subsequently been used in a number of fast, high yielding Diels-Alder/cross coupling reactions.
متن کاملAppendix 1. Diels-Alder Reactions
One of the most efficient methods (high yield, controlled stereochemistry, diverse functionality) to construct rings from smaller fragments is via cycloaddition reactions. The reverse reaction, namely splitting of a ring into smaller fragments is termed a cycloreversion reaction is also an important synthetic tool. (For example, in the present experiment it is the cracking of cyclopentadiene di...
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This review illustrates how water, as an environmentally friendly solvent, can have significant additional benefits when it is used as a solvent for the Diels–Alder reaction. The mechanism by which the unique properties of water enhance the rate and selectivity are discussed. Also, possibilities for the achievement of further increases in rate and enantioselectivity of aqueous Diels–Alder react...
متن کاملDiels-Alder reactions of quinone sulfoxides
The Diels-Alder reaction has often been used to construct polycyclic quinones from either benzoquinones or naphthoquinones.' This strategy has led to elegant syntheses of certain anthracyclines and also many other acetate-derived compounds. Several researchers, most notably Gesson and Brassard, have determined that the presence of a chlorine or bromine atom on the starting quinone framework per...
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ژورنال
عنوان ژورنال: Organic Syntheses
سال: 2023
ISSN: ['0078-6209', '2333-3553']
DOI: https://doi.org/10.15227/orgsyn.100.0004