title: Diastereoselective synthesis of complex cis-hexahydroindanes by reductive alkylation.
abstract: An efficient and operationally simple approach to complex cis-hexahydroindanes is reported. Upon Birch reduction of unprotected, C4-alkylated tetrahydroindanols and electrophilic trapping of the tetrasubstituted enolate, cis-fused products are formed with a new stereogenic quaternary carbon. The reaction is convergent, completely diastereoselective, and shows a broad scope with regard to the electrophile.
authors.affiliation: Department of Chemistry, Eugene F. Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467, United States.
authors.forename: Hilan Z
authors.initials: HZ
authors.lastname: Kaplan
authors.forename: Victor L
authors.initials: VL
authors.lastname: Rendina
authors.forename: Jason S
authors.initials: JS
authors.lastname: Kingsbury