Asymmetric Copper‐Catalyzed Vinylogous Mukaiyama Michael Addition of Cyclic Dienol Silanes to Unsaturated α‐Keto Phosphonates. Issue 21 (7th April 2015)

• Record Type: Journal Article
• Authors: Steinkamp, Anne‐Dorothee; Frings, Marcus; Thomé, Isabelle; Schiffers, Ingo; Bolm, Carsten
• Is Part Of: Chemistry. Volume 21:Issue 21(2015)
• Page Start: 7705
• Page End: 7708
• Publication Date: 2015-04-07
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201500861
• Languages: English
• ISSNs: 0947-6539

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>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 <italic>C</italic>₂‐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.</p> </abstract>