Formal Asymmetric (4+1) Annulation Reaction between Sulfur Ylides and 1, 3‐Dienes. Issue 37 (31st July 2015)

• Record Type: Journal Article
• Authors: Rousseau, Olivier; Delaunay, Thierry; Dequirez, Geoffroy; Trieu‐Van, Tran; Robeyns, Koen; Robiette, Raphaël
• Is Part Of: Chemistry. Volume 21:Issue 37(2015)
• Page Start: 12899
• Page End: 12902
• Publication Date: 2015-07-31
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201502579
• Languages: English
• ISSNs: 0947-6539

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>A highly enantioselective synthesis of functionalized cyclopentanoids by a formal asymmetric (4+1) annulation strategy was developed. The methodology consists of a stereoselective cyclopropanation reaction between chiral sulfur ylides and 1, 3‐dienes followed by a, in situ, stereospecific MgI₂‐catalyzed rearrangement of vinylcyclopropanes. This method is distinguished by a remarkable compatibility with functional groups and a high stereocontrol.</p> </abstract>