Sridhar Tailor, Berrée Fabienne, Sharma Gangavaram V M, Carboni Bertrand
Institut des Sciences Chimiques de Rennes, UMR 6226 CNRS-Université de Rennes 1 , 263 Avenue du Général Leclerc, Campus de Beaulieu, Bâtiment 10A, 35042 Rennes Cedex, France.
J Org Chem. 2014 Jan 17;79(2):783-9. doi: 10.1021/jo402237t. Epub 2013 Dec 23.
The Borono-Mannich reaction of (Z)-1-alkene-1,2-diboronic esters proceeded regioselectively at the terminal C-B bond to afford (E)-γ-boronated unsaturated amino esters in good yields. These compounds were then subjected to Suzuki couplings for the creation of diversely substituted olefinic amino acid systems. Several other functional transformations were also carried out to illustrate the synthetic utility of the Petasis products.
(Z)-1-烯烃-1,2-二硼酸酯的硼诺-曼尼希反应在末端C-B键处区域选择性地进行，以高收率得到(E)-γ-硼化不饱和氨基酯。然后将这些化合物进行铃木偶联反应，以构建各种取代的烯基氨基酸体系。还进行了其他几种官能团转化反应，以说明佩塔西斯反应产物的合成效用。
