Site-selective reactions mediated by molecular containers

• Rui Wang and
• Yang Yu

Beilstein J. Org. Chem. 2022, 18, 309–324, doi:10.3762/bjoc.18.35

• ones. Substitution In 2008, the Rebek group reported a very intriguing site-selective ring-opening reaction of epoxides mediated by cavitand host I, which possessed an inwardly directed carboxylic acid module (Figure 11) [72]. The ring-opening of substituted epoxides results in regioisomeric products

• . Site-selective monoepoxidation of α,ω-dienes mediated by the water-soluble cavitand host E. Site-selective ring-opening reaction of epoxides mediated by cavitand I with an inwardly directed carboxylic acid module. Site-selective nucleophilic substitution reaction of allylic chlorides mediated by cage

Selective preparation of tetrasubstituted fluoroalkenes by fluorine-directed oxetane ring-opening reactions

• Clément Q. Fontenelle,
• Thibault Thierry,
• Romain Laporte,
• Emmanuel Pfund and
• Thierry Lequeux

Beilstein J. Org. Chem. 2020, 16, 1936–1946, doi:10.3762/bjoc.16.160

• -opening reaction with bromide ions, even in the presence of bulky substituents. Keywords: acyclonucleotide; fluorine; monofluoroalkene; oxetane; selective ring-opening reaction; tetrasubstituted alkene; Introduction The introduction of fluorine atoms into organic compounds is known to modify their

• Clement Q. Fontenelle Thibault Thierry Romain Laporte Emmanuel Pfund Thierry Lequeux Normandie Université, Laboratoire de Chimie Moléculaire et Thioorganique LCMT UMR 6507, ENSICAEN, UNICAEN, CNRS, 6 Bd. du Maréchal Juin, 14050 Caen, France 10.3762/bjoc.16.160 Abstract The selective ring-opening

• reaction of fluoroalkylidene-oxetanes was directed by the presence of the fluorine atom, enabling a two-step access to tetrasubstituted fluoroalkenes with excellent geometry control. Despite its small van der Waals radii electronic, rather than steric influences of the fluorine atom governed the ring