Krämer Katja, Kazmaier Uli
Institut für Organische Chemie, Universität des Saarlandes, D-66123 Saarbrücken, Germany.
J Org Chem. 2006 Nov 10;71(23):8950-3. doi: 10.1021/jo061362d.
Chelated amino acid ester enolates are excellent nucleophiles for allylic alkylations. With these enolates, even terminal pi-allyl palladium complexes react without significant isomerization. This allows a transfer of the cis-olefin geometry from the substrate into the product. Chiral substrates also show a reasonably good 1,5-induction.
螯合氨基酸酯烯醇盐是烯丙基烷基化反应中出色的亲核试剂。使用这些烯醇盐,即使是末端π-烯丙基钯配合物也能发生反应且不会有明显的异构化。这使得顺式烯烃的几何构型能够从底物转移至产物中。手性底物也表现出相当良好的1,5-诱导效应。