1,4-bis(triphenylphosphonium)-2-butene dichloride was developed as a new phase transfer catalyst. This quaternized phosphonium salt catalyzed the regioselective ring opening of epoxides by thiocyanate ion to give β-hydroxy thiocyanates in high yields under mild conditions.

The total synthesis of two natural phenolglycosides of the family Salicaceae, namely: populoside and 2-(β-d-glucopyranosyloxy)-5-hydroxy benzyl (3-methoxy-4-hydroxy) cinnamoate and nine not found yet in plants acyl derivatives of phenoglycosides: 2-(β-d-glucopyranosyloxy)-benzylcinnamoate, 2-(β-d-glucopyranosyloxy)-benzyl (4-hydroxy) benzoate, 2-(β-d-glucopyranosyloxy)-benzyl (3-methoxy-4-hydro...

Thiocyanates and trifluoromethyl sulfides are important compounds and have classically been synthesized via multistep procedures together with the formation of significant amounts of byproducts. Herein, we demonstrate an oxidative nucleophilic strategy for the synthesis of thiocyanates and trifluoromethyl sulfides from thiol starting materials using nucleophilic reagents such as TMSCN and TMSCF...

3-Hydroxy-β-ionone, a flavor and fragrance compound with fruity violet-like characteristics, is widely applied in foodstuff beverages, currently produced using synthetic chemistry. In this study, novel lutein cleavage enzyme (EhLCD) was purified characterized from Enterobacter hormaechei YT-3 to convert 3-hydroxy-β-ionone. Enzyme EhLCD homogeneity by ammonium sulfate precipitation, Q-Sepharose,...

The structural motif of α,α-difluoro-substituted carboxyl and carbonyl groups with hydroxy- or amino-substituents at the stereogenic carbon in β-position is found frequently drugs biologically active compounds. A straightforward method for obtaining those targets high enantiomeric purity given by asymmetric difluoro-Reformatsky imino-difluoro-Reformatsky reactions that lead to α,α-difluorinated...

Three new diarylheptanoids, (3S,5R)-3-hydroxy-5-methoxy-1,7-bis(4-hydroxyphenyl)-6E-heptene (1), (3S,5S)-3-hydroxy-5-methoxy-1,7-bis(4-hydroxyphenyl)-6E-heptene (2), and (3S)-3-hydroxy-1,7-bis(4-hydroxyphenyl)-6E-hepten-5-one (3), four new flavonoid glycosides, 3,7,3'-tri-O-methylquercetin-4'-O-β-d-apiofuranosyl-(1→2)-O-β-d-glucopyranoside (4), 7,3'-di-O-methylquercetin-4'-O-β-d-glucopyranosyl-...

A novel transition-metal-free cross-coupling method for the one-step synthesis of thiocyanates via the C-S bond cleavage of readily available thioethers with aryl(cyano)-iodonium triflates as the cyanating agent is developed. This process features relatively broad substrate scopes, less-toxic hypervalent iodine reagents, mild operating conditions, excellent functional group compatibilities, and...