An efficient, convergent and enantioselective synthetic approach to the trihydroxy core structure 2 of Taurospongin A 1 is described. The featured step is a classic Wittig coupling reaction between C1-C4 aldehyde segm...An efficient, convergent and enantioselective synthetic approach to the trihydroxy core structure 2 of Taurospongin A 1 is described. The featured step is a classic Wittig coupling reaction between C1-C4 aldehyde segment 4 and C5-C10 phosphate salt segment (5).展开更多
Wittig reactions of benzaldehydes, alkanals, and cycloalkanals as well as of acetophenones are carried out with alkoxycarbonyl methylidenetriphenylphosphoranes in 10 w% aqueous NaOH, where the cinnamates and alkenoate...Wittig reactions of benzaldehydes, alkanals, and cycloalkanals as well as of acetophenones are carried out with alkoxycarbonyl methylidenetriphenylphosphoranes in 10 w% aqueous NaOH, where the cinnamates and alkenoates produced are hydrolysed in situ and the corresponding acids are obtained after mostly simple extractive work-up, often without employing organic solvents. Under the same conditions, benzaldehydes are reacted with alkoxycarbonyl bromomethy-lidenephosphorane to produce 3-arylprop-2-ynoic acids (arylpropiolic acids).展开更多
Synthesis of two retinoids in which the 9, 13-dicis double bonds were locked in cycloalkene or thiophene was described. The key steps were the Wittig olefination of phosphonium salt 3 and 23 with aldehyde 14, followed...Synthesis of two retinoids in which the 9, 13-dicis double bonds were locked in cycloalkene or thiophene was described. The key steps were the Wittig olefination of phosphonium salt 3 and 23 with aldehyde 14, followed by carbonylation of vinyl bromide 17 and 24 with carbon monoxide in the presence of Pd(PPh3)4.展开更多
文摘An efficient, convergent and enantioselective synthetic approach to the trihydroxy core structure 2 of Taurospongin A 1 is described. The featured step is a classic Wittig coupling reaction between C1-C4 aldehyde segment 4 and C5-C10 phosphate salt segment (5).
文摘Wittig reactions of benzaldehydes, alkanals, and cycloalkanals as well as of acetophenones are carried out with alkoxycarbonyl methylidenetriphenylphosphoranes in 10 w% aqueous NaOH, where the cinnamates and alkenoates produced are hydrolysed in situ and the corresponding acids are obtained after mostly simple extractive work-up, often without employing organic solvents. Under the same conditions, benzaldehydes are reacted with alkoxycarbonyl bromomethy-lidenephosphorane to produce 3-arylprop-2-ynoic acids (arylpropiolic acids).
基金Project supportd by the National Natural Science Foundation of China (No.29702010).
文摘Synthesis of two retinoids in which the 9, 13-dicis double bonds were locked in cycloalkene or thiophene was described. The key steps were the Wittig olefination of phosphonium salt 3 and 23 with aldehyde 14, followed by carbonylation of vinyl bromide 17 and 24 with carbon monoxide in the presence of Pd(PPh3)4.
