Intermolecular Aryne Ene Reaction of Hantzsch Esters: Stable Covalent Ene Adducts from a 1,4-Dihydropyridine Reaction
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چکیده
منابع مشابه
The aromatic ene reaction
The ene reaction is a pericyclic process in which an alkene with an allylic hydrogen atom (the ene donor) reacts with a second unsaturated species (the enophile) to form a new product with a transposed π-bond. The aromatic ene reaction, in which the alkene component is embedded in an aromatic ring, has only been reported in a few (four) instances and has proceeded in low yield (≤6%). Here, we s...
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An enantioselective intramolecular Conia-ene reaction of beta-dicarbonyl compounds and alkynes to afford methylene cyclopentanes is described. The reaction employs a DTBMSegphos-Pd(II)/Yb(III) dual catalyst system that allows for the asymmetric synthesis of all-carbon quaternary centers and generates a product containing an alkene that can be further manipulated.
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The insertion of an olefinic C=C bond into a metal-carbon bond is of potential interest as a preparativeroute to new products and as results of C-C coupling reactions to organic compounds. The allyl compoundsof Mg, react with an olefin by inversion of the allyl group via a six center transition state. These precyclicreactions may be one of the most important classes of organic reactions. The re...
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Air-sensitive and air-stable primary phosphines (RPH2) were compared for their ability to undergo photoinitiated phosphane-ene chemistry with 1-hexene. Despite their increased air-stability, the primary phosphines displayed equal to or greater reactivity when compared to air-sensitive alkyl or aryl analogues. The phosphane-ene reaction was also performed in the presence of 1-octanethiol to dete...
متن کاملFully diastereospecific photochromic reaction of a thiophenophan-1-ene.
Novel thiophenophan-1-enes, which are composed of a dithienylethene unit and a chiral bridge, were synthesized and obtained as optically-active single diastereomers. Upon UV irradiation, the open-form isomers afforded single diastereomers of the closed form in 100% diastereo-excess, indicating that this system undergoes a fully diastereospecific photochromic reaction.
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ژورنال
عنوان ژورنال: Organic Letters
سال: 2017
ISSN: 1523-7060,1523-7052
DOI: 10.1021/acs.orglett.7b02272