Catalytic Synthesis of N‐Unprotected Piperazines, Morpholines, and Thiomorpholines from Aldehydes and SnAP Reagents. (23rd July 2015)

• Record Type: Journal Article
• Authors: Luescher, Michael U.; Bode, Jeffrey W.
• Is Part Of: Angewandte Chemie. Volume 127:Number 37(2015)
• Page Start: 11034
• Page End: 11038
• Publication Date: 2015-07-23
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201505167
• Languages: English
• ISSNs: 0044-8249

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>Commercially available SnAP (stannyl amine protocol) reagents allow the transformation of aldehydes and ketones into a variety of N‐unprotected heterocycles. By identifying new ligands and reaction conditions, a robust catalytic variant that expands the substrate scope to previously inaccessible heteroaromatic substrates and new substitution patterns was realized. It also establishes the basis for a catalytic enantioselective process through the use of chiral ligands.</p> </abstract>