title: Cyclic sulfamidates as precursors to alkylidene pyrrolidines and piperidines.
abstract: The reaction of the dienolate of ethyl acetoacetate (and related dienolates) with a range of 1,2- and 1,3-cyclic sulfamidates provides an entry to substituted and enantiopure alkylidenated pyrrolidines and piperidines. These heterocycles function as convenient precursors to heterocyclic beta-amino acid derivatives.
authors.affiliation: School of Chemistry, University of Bristol, Bristol, U.K.
authors.forename: John F
authors.initials: JF
authors.lastname: Bower
authors.forename: Peter
authors.initials: P
authors.lastname: Szeto
authors.forename: Timothy
authors.initials: T
authors.lastname: Gallagher
mesh_terms: D000478:Alkylation; D000586:Amination; D003500:Cyclization; D006571:Heterocyclic Compounds / Q000138:chemical synthesis / Q000737:chemistry; D015394:Molecular Structure; D010880:Piperidines / Q000138:chemical synthesis* / Q000737:chemistry; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000737:chemistry; D013457:Sulfur Compounds / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D006571:Heterocyclic Compounds; D010880:Piperidines; D011759:Pyrrolidines; D013457:Sulfur Compounds