Copper-Catalyzed Enantioselective Domino Arylation/Semipinacol Rearrangement of Allylic Alcohols with Diaryliodonium Salts
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In the presence of a catalytic amount of chiral BINOL-derived phosphoric acid (TRIP), reaction of an α-isocyanoacetate 1, an aldehyde 2, an aniline 3 followed by addition of a toluene solution of α,β-unsaturated acyl chloride 5 afforded oxa-bridged tricycl ...
Chiral rhodium(I) complexes activate allenyl tert-cyclobutanols efficiently through enantioselective insertion into a C-C σ bond of the cyclobutane. Ring expansion by this method produced cyclohexenones with quaternary stereogenic centers with excellent e ...
Alkylation of 2-hydroxydibenzofuran with 3-chloro-3-methyl-1-butyne, followed by Claisen rearrangement, gave access to 3,3-dimethyl-3Hbenzofuro[3,2-f][1]-benzopyran. Several derivatives modified at the pyran 1,2-double bond were prepared, including the cor ...
Mono-N-arylation of benzamidines 1 with aryl boronic acids 2 was effectively achieved in the presence of a catalytic amount of Cu(OAc)2 and NaOPiv under mild aerobic conditions. Combining this step with an intramolecular direct CH bond functionalization, c ...
N-Protected tropenone derivs. I (R = CO2Me, CBZ, Ts) prepd. from the resp. pyrroles and tetrabromoacetone, were used as starting materials for desymmetrization by hydroboration of the C-C double bond. Hydroboration of I with (-)-(Ipc)2BH followed by oxidn. ...
The reaction of (-)-(1E,3Z)-2-methyl-1-((1S)-1-phenylethoxy)penta-1,3-dien-3-ol benzoate with allyltrimethylsilane in SO,- and in the presence of a catalytic amount of Tf2NTMS gives a silyl sulfinate intermediate that furnishes (-)-(6Z,1'S,4S,5S)-5-methyl- ...
Heating a DMA/pivalic acid (v/v = 4/1) solution of diversely substituted 6-(phenylamino)hex-2-ynoates in the presence of a catalytic amount of Pd(OAc)2 under oxygen atmosphere afforded pyrrolo[1,2-a]indoles in moderate to good yields. A domino sequence inv ...
Treatment of a DMA solution of anilide 1 with a catalytic amount of palladium acetate (0.025 equiv) and XPhos (0.05 equiv) in the presence of potassium carbonate (2.0 equiv) at 100 C afforded dihydroquinolin-2-ones spiro-fused to dihydrofuranyl, indolinyl, ...
Polyvinylpyrrolidone stabilized rhodium nanoparticles are highly sol. in hydroxyl-functionalized ionic liqs., providing an effective and highly stable catalytic system. In hydrogenation reactions, excellent results were obtained, and transmission electron ...