Steinkamp Anne-Dorothee, Frings Marcus, Thomé Isabelle, Schiffers Ingo, Bolm Carsten
Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52056 Aachen (Germany).
Chemistry. 2015 May 18;21(21):7705-8. doi: 10.1002/chem.201500861. Epub 2015 Apr 7.
A highly stereoselective vinylogous Mukaiyama Michael reaction (VMMR) leading to α-keto phosphonate-containing γ-butenolides with two stereogenic centers is described. The presented transformation is catalyzed by a combination of a commercially available C2 -symmetric bisoxazoline (BOX) ligand and a copper salt and tolerates a variety of nucleophiles and electrophiles. The stereoselectivities of the reactions are good to excellent and the products are obtained in moderate to high yields.
本文描述了一种高度立体选择性的乙烯基Mukaiyama迈克尔反应（VMMR），该反应可生成含有两个手性中心的α-酮基膦酸酯取代的γ-丁烯内酯。所呈现的转化反应由市售的C2对称双恶唑啉（BOX）配体和铜盐组合催化，并且能耐受多种亲核试剂和亲电试剂。反应的立体选择性良好至优异，产物的产率适中至高。
