Graphical Abstract Stereoselective Cycloaddition of 1-glucosyl-1,3- butadienes with tert-Butyl-2H-azirine-3- carboxylate, Glyoxylates and Imines

Formal [4+2] cycloaddition of di-tert-butyl 2-ethoxycyclobutane-1,1-dicarboxylate with ketones or aldehydes and tandem lactonization.

A catalytic amount of tin(IV) chloride catalyzed formal [4+2] cycloaddition reaction of di-tert-butyl 2-ethoxycyclobutane-1,1-carboxylate with ketones or aldehydes to give diethyl 6-ethoxydihydro-2H-pyran-3,3(4H)-dicarboxylates, whereas two equivalents of trimethylsilyl triflate promoted tandem [4+2] cycloaddition and lactonization to afford 3-oxo-2,6-dioxabicyclo[2.2.2]octane-4-carboxylate est...

Cycloaddition of methyl 2-(2,6-dichorophenyl)-2H-azirine- 3-carboxylate to electron rich 2-azadienes

Stereoselective Synthesis of 2-(2-Aminoalkyl)- and 1,3-Disubstituted Tetrahydro-1H-pyrido[4,3-b]- Benzofuran and Indole Derivatives.

The addition of an allenyl indium intermediate to chiral N-tert-butanesulfinyl imines 7 proceeds with high levels of diastereocontrol. The resulting homopropargylic amine derivatives 10 were transformed into 2-(2-aminoalkyl)benzofuran and indole derivatives 13 and 19, after Sonogashira coupling with o-iodophenol or o-iodoaniline, followed by formation of the heteroaromatic ring through an intra...

Ruthenium-Catalyzed [3 + 2] Cycloaddition of 2H-Azirines with Alkynes: Access to Polysubstituted Pyrroles.

A ruthenium-catalyzed intermolecular [3 + 2] cycloaddition of 2H-azirines and activated alkynes is reported, which provides polysubstituted pyrroles in moderate to good yields. This approach features a C-N bond cleavage of 2H-azirines by a ruthenium catalyst. The results of this study would provide a complementary method to synthesize polysubstituted pyrroles from the known 2H-azirine approache...

Ethyl 2-amino-4-tert-butyl-1,3-thiazole-5-carboxylate and 6-methylimidazo[2,1-b]thiazole-2-amino-1,3-thiazole (1/1).

The structure of ethyl 2-amino-4-tert-butyl-1,3-thiazole-5carboxylate, C10H16N2O2S, (I), and the structure of the 1:1 adduct 6-methylimidazo[2,1-b]thiazole±2-amino-1,3-thiazole (1/1), C6H6N2S C3H4N2S, (II), have been determined. The molecules in (I) associate via a hydrogen-bonded R2(8) dimer consisting of NÐH N interactions, with the hydrogenbonding array additionally involving NÐH O interacti...