The Importance of 1,5-Oxygen center dot center dot Chalcogen Interactions in Enantioselective Isochalcogenourea Catalysis

• Published in: Angewandte Chemie International Edition Vol. 59; no. 9; pp. 3705 - 3710
• Main Authors: Young, Claire M., Elmi, Alex, Pascoe, Dominic J., Morris, Rylie K., McLaughlin, Calum, Woods, Andrew M., Frost, Aileen B., de la Houpliere, Alix, Ling, Kenneth B., Smith, Terry K., Slawin, Alexandra M. Z., Willoughby, Patrick H., Cockroft, Scott L., Smith, Andrew D.
• Format: Journal Article
• Language: English
• Published: WEINHEIM Wiley 24.02.2020
• Subjects: Chemistry; Chemistry, Multidisciplinary; Physical Sciences; Science & Technology; organocatalysis; DEFINITION; THERMODYNAMICS; ASYMMETRIC METHOXYSELENENYLATION; isothioureas; isoselenoureas; SULFUR; DISELENIDE; asymmetric catalysis; chalcogen bonding; ELECTROPHILES; SALTS

The importance of 1,5-O center dot center dot center dot chalcogen (Ch) interactions in isochalcogenourea catalysis (Ch=O, S, Se) is investigated. Conformational analyses of N-acyl isochalcogenouronium species and comparison with kinetic data demonstrate the significance of 1,5-O center dot center d...