Asymmetric synthesis of gem-difluoromethylenated dihydroxypyrrolizidines and indolizidines

• Main Authors: Watcharaporn Thaharn, Teerawut Bootwicha, Darunee Soorukram, Chutima Kuhakarn, Samran Prabpai, Palangpon Kongsaeree, Patoomratana Tuchinda, Vichai Reutrakul, Manat Pohmakotr
• Other Authors: Mahidol University
• Format: Article
• Published: 2018
• Subjects: Chemistry
• Online Access: https://repository.li.mahidol.ac.th/handle/123456789/13940

An asymmetric synthesis of gem-difluoromethylenated dihydroxypyrrolizidines and indolizidines is described. The fluoride-catalyzed nucleophilic addition of PhSCF 2 SiMe 3 (1) to chiral imides was achieved in satisfactory yields to provide mixtures of syn- and anti-isomers 6-9 with moderate to good...