Author/Authors :
Nakamura، نويسنده , , Shuichi and Uchiyama، نويسنده , , Youhei and Ishikawa، نويسنده , , Satoshi and Fukinbara، نويسنده , , Ryuta and Watanabe، نويسنده , , Yoshihiko and Toru، نويسنده , , Takeshi، نويسنده ,
Abstract :
Optically active β-(trimethylsilyl)ethyl sulfoxides supported on Merrifield resin were treated with LDA and subsequently with methyl cinnamate at −78°C. Thermal treatment or reaction with TBAF liberated the optically active methyl 3-phenyl-5-trimethylsilylpent-4-enoate or methyl 3-phenylpent-4-enoate, respectively, in good yields with high enantioselectivity.
Keywords :
sulfoxides , Desulfurization , solid-phase synthesis , Michael reactions , Asymmetric reactions