Diversity‐Oriented Synthesis of Various Enantiopure Heterocycles by Coupling Organocatalysis with Multicomponent Reactions. Issue 45 (28th November 2017)

• Record Type: Journal Article
• Authors: Caputo, Samantha; Banfi, Luca; Basso, Andrea; Galatini, Andrea; Moni, Lisa; Riva, Renata; Lambruschini, Chiara
• Is Part Of: European journal of organic chemistry. Issue 45(2017)
• Page Start: 6619
• Page End: 6628
• Publication Date: 2017-11-28
• Subjects: Multicomponent reactions -- Nucleophilic substitution -- Organocatalysis -- Molecular diversity -- Cyclization; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201701328
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract : Chiral, enantiopure 1, 3‐amino alcohols, obtained through an organocatalytic Mannich reaction, have been used as starting materials for a concise sequence involving a diastereoselective Ugi reaction followed by various types of SN 2 cyclization. In this way, different enantiopure heterocycles have been prepared, with both scaffold and decoration diversity (up to four diversity inputs). Abstract : Different enantiopure heterocycles have been prepared, exploring both scaffold and decoration diversity, by a sequence of an enantioselective Mannich reaction, a diastereoselective Ugi four‐component reaction, and various cyclizations.