28 research outputs found
A facile and chemoselective conjugate reduction using polymethylhydrosiloxane (PMHS) and catalytic B(C<SUB>6</SUB>F<SUB>5</SUB>)<SUB>3</SUB>
A highly chemoselective conjugate reduction of electron-deficient Michael acceptors, including α β-unsaturated ketones, carboxylic esters, nitriles and nitro compounds with PMHS in the presence of catalytic B(C<SUB>6</SUB>F<SUB>5</SUB>)<SUB>3</SUB> is described
The stereoselective total synthesis of (+)-stagonolide B
The stereoselective total synthesis of the nonenolide, (+)-stagonolide B is described. The key steps involve epoxide homologation, hydrolytic kinetic resolution and ring-closing metathesis
Formal total synthesis of cyanolide A
Formal total synthesis of cyanolide A, aglycosidic dimeric macrolide is accomplished. The key reactions involved are asymmetric acetate aldol reaction, CBS reduction, and Shiina's lactonization
Stereoselective total synthesis of (+)-Virol C
A highly stereoselective synthesis of (+)-Virol C (1) has been achieved starting from octan-1-ol (6) using two different strategies, elimination reactions of epoxyallyl chloride 12 and epoxy chloride 16 to hydroxyenyne 2 and trans-hydroxyalkenyl chloride 4 as key reactions in route a and route b, respectively
A facile nucleophilic displacement of Baylis-Hillman acetates with ammonium thiocyanate
Baylis-Hillman acetates undergo smooth nucleophilic displacement with ammonium thiocyanate under mild basic conditions in quantitative yields
Tris(pentafluorophenyl)borane-catalyzed synthesis of N-benzyl pyrrolidines
1,3-Dipolar cycloaddition of in situ generated azometh-ine ylides to electron deficient olefins catalyzed tris(pentafluorophenyl)borane is described
Versatile Route to Benzoannulated Medium-Ring Carbocycles via Aryne Insertion into Cyclic 1,3-Diketones: Application to a Synthesis of Radermachol
A general approach involving the
insertion of in situ generated
aryne into the C–C bond of cyclic 1,3-diketones for rapidly
assembling functionalized benzo-fused medium ring carbocycles is delineated.
The efficacy of the methodology has been demonstrated through a concise
total synthesis of pentacyclic natural product radermachol
Iodine-catalyzed nucleophilic substitution reactions of benzylic alcohols
Molecular iodine efficiently catalyzes the direct nucleophilic substitution of the hydroxy group of benzylic alcohols with carbon and oxygen nucleophiles
A concise stereoselective total synthesis of herbarumin III
A stereoselective total synthesis of the phytotoxic compound herbarumin III has been achieved by utilizing Crimmins's aldol- approach, 1,3-syn asymmetric reduction, and an olefin meta-thesis reaction as the key steps