Computational study on N-triflylphosphoramide-catalyzed enantioselective hydroamination of alkenyl thiourea. Issue 40 (27th September 2021)

• Record Type: Journal Article
• Authors: Takagi, Ryukichi; Duong, Duyen Thi
• Is Part Of: Organic & biomolecular chemistry. Volume 19:Issue 40(2021)
• Page Start: 8806
• Page End: 8811
• Publication Date: 2021-09-27
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d1ob01672e
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : The mechanism of the enantioselective intramolecular hydroamination of alkenyl thiourea catalyzed by chiral phosphoramide was revealed using density functional theory calculations. Abstract : The mechanism of the enantioselective intramolecular hydroamination of alkenyl thiourea catalyzed by chiral binaphthol N -triflylphosphoramide (NPTA) was investigated using density functional theory calculations. This study reveals the details of the hydrogen bonding mode between NPTA and the substrate and indicates the importance of the dual hydrogen binding properties of the thiourea moiety for the reactivity and stereoselectivity of the hydroamination.