Author/Authors :
Utsugi، نويسنده , , Masayuki and Kamada، نويسنده , , Yasuaki and Miyamoto، نويسنده , , Hidetoshi and Nakada، نويسنده , , Masahisa، نويسنده ,
Abstract :
Construction of the taxane skeleton via the stereoselective conjugate addition of cyanide and the intramolecular B-alkyl Suzuki–Miyaura coupling reaction is described. A conjugate addition of cyanide to enone 17 proceeded diastereoselectively to provide the desired 18 incorporating the correct C3 stereogenic center in the taxol C-ring. The intramolecular B-alkyl Suzuki–Miyaura coupling reaction of 22, which was derived from 18, successfully furnished the taxol B-ring in 81% yield.