title: Asymmetric synthesis of fluorinated amino macrolactones through ring-closing metathesis.
abstract: The synthesis of new chiral fluorinated amino and azamacrolactones of types 1 and 2 is described. A ring-closing metathesis (RCM) reaction constitutes the key step in this methodology, which uses fluorinated amino alcohols 7 as starting materials. The influence of the CF2 group, which is located in the alpha-position relative to the carbon bearing the amino group, on the efficiency of the RCM reaction is noteworthy. This method allows for the preparation of the desired fluorinated macrolactones in excellent yields.
authors.affiliation: Departamento de Química Orgánica, Universidad de Valencia, E-46100, Burjassot, Spain. santos.fustero@uv.es
authors.forename: Santos
authors.initials: S
authors.lastname: Fustero
authors.forename: Begoña
authors.initials: B
authors.lastname: Fernández
authors.forename: Juan F
authors.initials: JF
authors.lastname: Sanz-Cervera
authors.forename: Natalia
authors.initials: N
authors.lastname: Mateu
authors.forename: Silvia
authors.initials: S
authors.lastname: Mosulén
authors.forename: Rodrigo J
authors.initials: RJ
authors.lastname: Carbajo
authors.forename: Antonio
authors.initials: A
authors.lastname: Pineda-Lucena
authors.forename: Carmen
authors.initials: C
authors.lastname: Ramírez de Arellano
mesh_terms: D000605:Amino Alcohols / Q000138:chemical synthesis / Q000737:chemistry*; D018360:Crystallography, X-Ray; D003500:Cyclization; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry*; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D047028:Macrocyclic Compounds / Q000138:chemical synthesis*; D008958:Models, Molecular; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000605:Amino Alcohols; D006845:Hydrocarbons, Fluorinated; D007783:Lactones; D047028:Macrocyclic Compounds