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Journals and Conferences
A heterocyclic nucleoside analogue library of uracils N1 tethered to isoxazoles, isoxazolines, and triazoles and uracil N3 tethered to isoxazolines and isoxazoles was constructed by solid-phase organic synthesis. This strategy opens the way for the generation of small libraries of heterocyclic nucleoside analogues for biological screening.
Many components make light work: A novel synthetic strategy for the preparation of pyridines and isoquinolines in high chemo- and regioselectivity has been developed. By manipulating the reaction conditions, either product can be generated smoothly in a highly efficient and atom-economic manner (see scheme).
An efficient method for the preparation of polymer-bound cyclic malonic acid ester starting from Merrifield resin has been developed. Reaction of the resin-bound cyclic malonic acid ester with triethyl orthoformate and subsequent double substitution with nucleophilic reagents, such as arylamine, urea, thiourea, 2-aminobenzothiazoles, or… (More)
[reaction: see text] A variety of substituted alpha,beta-unsaturated ketone and benzofulvene derivatives were readily prepared in good to excellent yields via the reaction of alkylidenecyclopropanes with various acyl chlorides in the presence of aluminum chloride. The stereochemistry of the acylation and cyclization is discussed.
An unexpected hydroxyphosphinylation of 3-cyclopropylideneprop-2-en-1-ones with phosphines has been observed. This method provides a unique regio- and stereoselective synthesis of highly functionalized 1-dialkylphinyl-3-oxo-(1Z)-alkenyl cyclopropanols with important potentials. The reaction displays an unusual mechanistic feature--a highly selective… (More)
A novel PdCl(2)-catalyzed oxidative cycloisomerization of 3-cyclopropylideneprop-2-en-1-ones, providing a facile synthesis of highly strained functionalized 2-alkylidenecyclobutanones via furan-fused cyclobutene intermediates, is reported. An interesting route to 2(3H)-furanones with a spiro-cyclopropane unit from the obtained 2-alkylidenecyclobutanones via… (More)
Alkylidenecyclopropanes undergo Mn(OAc)3-mediated addition with malonate, leading to dihydronaphthalene derivatives in moderate yields.
Z-selectivity was observed for iodohydroxylation of Se-substituted allenes with I2 and H2O, which is opposite to that of 1,2-allenyl sulfoxides. With n-hexane as the co-solvent Z-iodoamination leading to N-(3-organoseleno-2-iodo-2(Z)-propenyl)acetamide was observed. A brief rational for the stereoselectivity of this reaction is provided.
A library of 1,2,3-triazoles, isoxazoles, 1,2,4-oxadiazoles, and isoxazoline-containing 1,2-di-heterocyclic-substituted compounds with three points of diversity linked by an E double bond were prepared. Key steps include a 1,3-dipolar cycloaddition and Porco's two-step, one-pot condensation and alpha-alkylation reaction of selenium resins.