Fe(BF4)2-Catalyzed Inter- and Intramolecular Carbonyl-Ene Reaction of Trifluoropyruvate
نویسندگان
چکیده
منابع مشابه
Organocatalyzed Intramolecular Carbonyl-Ene Reactions.
An organocatalyzed intramolecular carbonyl-ene reaction was developed to produce carbocyclic and heterocyclic 5- and 6-membered rings from a citronellal-derived trifluoroketone and a variety of aldehydes. A phosphoramide derivative was found to promote the cyclization of the trifluoroketone, whereas a less acidic phosphoric acid proved to be a superior catalyst for the aldehyde substrates.
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The gold(I)-catalyzed intramolecular reaction of allenes with oxoalkenes leads to bicyclo[6.3.0]undecane ring systems, although in the case of terminally disubstituted allenes, seven-membered rings are formed. The related intermolecular addition of aldehydes to allenenes also gives seven-membered rings.
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Substituted pyrroles were prepared by a gold(I)-catalyzed acetylenic Schmidt reaction of homopropargyl azides. The reaction allows for regiospecific substitution at each position of the pyrrole ring under mild conditions. A mechanism in which azides serve as nucleophiles toward gold(I)-activated alkynes with subsequent gold(I)-aided expulsion of dinitrogen is proposed.
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Alder±ene reactions are a powerful way to construct carbon±carbon bonds. The intramolecular version of these reactions can provide efficient routes to produce a variety of heterocyclic and carbocyclic compounds.[1] Since the thermal Alder±ene reaction requires high temperature, it has found limited applications in organic syntheses. In contrast, transition-metal-catalyzed Alder±ene reactions ca...
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Weak inter- and intra- molecular C(δ+)F(δ-)···C(δ+)=O(δ-) interactions were theoretically evaluated in 4 different sets of compounds at different theoretical levels. Intermolecular CH3F···C=O interactions were stabilizing by about 1 kcal mol(-1) for various carbonyl containing functional groups. Intramolecular CF···C=O interactions were also detected in aliphatic and fluorinated cyclohexane car...
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ژورنال
عنوان ژورنال: Synlett
سال: 2017
ISSN: 0936-5214,1437-2096
DOI: 10.1055/s-0036-1591858