Otaka Akira, Yukimasa Akira, Watanabe Junko, Sasaki Yoshikazu, Oishi Sinya, Tamamura Hirokazu, Fujii Nobutaka
Graduate School of Pharmaceutical Sciences, Kyoto University, Sakyo-ku, Kyoto 606-8501, Japan.
Chem Commun (Camb). 2003 Aug 7(15):1834-5. doi: 10.1039/b303718e.
Gamma-acetoxy-alpha,beta-enoates were easily reduced by samarium diiodide (SmI2) in THF to generate samarium dienolates which were kinetically trapped with ease at their alpha-positions by electrophiles (proton, aldehydes or ketones) to yield (E)-alkene dipeptide isosteres or gamma-amino acid derivatives in high chemical yields.
γ-乙酰氧基-α,β-烯酸酯在四氢呋喃中很容易被二碘化钐（SmI₂）还原，生成二烯醇钐，该二烯醇钐在其α位很容易被亲电试剂（质子、醛或酮）动力学捕获，从而以高化学产率生成（E）-烯烃二肽类似物或γ-氨基酸衍生物。
