Kazmaier Uli, Zumpe Franz L
Organisch-Chemisches Institut der Universität, Im Neuenheimer Feld 270, D-69120 Heidelberg (Germany), Fax: (+49) 6221 56-4205.
Angew Chem Int Ed Engl. 1999 May 17;38(10):1468-1470. doi: 10.1002/(SICI)1521-3773(19990517)38:10<1468::AID-ANIE1468>3.0.CO;2-O.
Complementary to the Claisen rearrangement, the title reaction-which when carried out with chelated enolates of amino acid esters as nucleophiles gives rise to unsaturated amino acids-preferentially provides anti instead of syn products. This palladium-catalyzed reaction proceeds under very mild conditions and is suitable for the synthesis of enantiomerically pure amino acids (see reaction scheme). Tfa=trifluoroacetyl.
与克莱森重排互补的是，本标题反应（当以氨基酸酯的螯合烯醇盐作为亲核试剂进行时会生成不饱和氨基酸）优先提供反式而非顺式产物。这种钯催化反应在非常温和的条件下进行，适用于对映体纯氨基酸的合成（见反应式）。Tfa = 三氟乙酰基。
