A Combination of Metal and Organic Catalysis: Highly Diastereo- and Enantioselective Construction of Fluorinated 2-Aminocyclopenta[b]pyran Derivatives

• Published in: Advanced synthesis & catalysis Vol. 357; no. 16-17; pp. 3639 - 3647
• Main Authors: Peng, Jiahuan, Zhao, Bo-Liang, Du, Da-Ming
• Format: Journal Article
• Language: English
• Published: Weinheim WILEY-VCH Verlag 16.11.2015; WILEY‐VCH Verlag; Wiley
• Subjects: asymmetric catalysis; bis(thiazolines); Catalysis; Chemistry; Chemistry, Applied; Chemistry, Organic; Construction; Derivatives; Fluorination; Lewis acid; Michael addition; Physical Sciences; pyrans; Science & Technology; squaramides; Synthesis; Michael addition; pyrans; squaramides; ASYMMETRIC FLUORINATION; PHARMACEUTICALS; fluorination; BIS(OXAZOLINE); bis(thiazolines); asymmetric catalysis; DISCOVERY; NITROALKANES; FRIEDEL-CRAFTS ALKYLATION; AZA-MICHAEL/MICHAEL ADDITION; TRIFLUOROMETHYLATION

An efficient highly diastereo‐ and enantioselective protocol to access optically pure fluorine‐containing 2‐amino‐cyclopenta[b]pyran derivatives using Lewis acid catalysis and organocatalysis sequence has been developed. The corresponding products could be obtained in good to excellent yields with g...