title: Development of a formal catalytic asymmetric [4+2] addition of ethyl-2,3-butadienoate with acyclic enones.
abstract: Allene esters are unique not only as excellent electrophiles but also because of their ability for subsequent reactivity after the initial nucleophilic attack. A mechanistically inspired cyclization using ethyl-2,3-butadienoate and acyclic enones to provide dihydropyrans in excellent yields and enantioselectivity under solvent-free conditions at room temperature is reported.
authors.affiliation: Department of Chemistry, Michigan State University, East Lansing, Michigan 48824, USA.
authors.forename: Kumar Dilip
authors.initials: KD
authors.lastname: Ashtekar
authors.forename: Richard J
authors.initials: RJ
authors.lastname: Staples
authors.forename: Babak
authors.initials: B
authors.lastname: Borhan
mesh_terms: D002070:Butadienes / Q000138:chemical synthesis*; D002384:Catalysis; D003500:Cyclization; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D002070:Butadienes