title: Development of chiral building blocks having a bicyclo[3.3.0]octane framework using a diastereomeric resolution-selective deprotection.
abstract: A protocol is presented for an efficient and practical approach to the synthesis of enantiomerically pure bicyclo[3.3.0]octane derivatives from achiral Cs-symmetric bicyclo[3.3.0]octane-2,8-dione using a diastereomeric resolution-selective deprotection method. This method affords chiral building blocks having bicyclo[3.3.0]octane framework with the same site of diastereotopic carbonyl functional group.
authors.affiliation: Faculty of Pharmaceutical Sciences, Josai University, Saitama, Japan.
authors.forename: Masafumi
authors.initials: M
authors.lastname: Tamura
authors.affiliation: Faculty of Pharmaceutical Sciences, Josai University, Saitama, Japan.
authors.forename: Miki
authors.initials: M
authors.lastname: Oyamada
authors.affiliation: Faculty of Pharmaceutical Sciences, Josai University, Saitama, Japan.
authors.forename: Yoshiaki
authors.initials: Y
authors.lastname: Shirataki
mesh_terms: D001643:Bridged Bicyclo Compounds / Q000737:chemistry*; D015394:Molecular Structure; D009795:Octanes / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D001643:Bridged Bicyclo Compounds; D009795:Octanes; C026728:octane
keywords: bicyclo[3.3.0]octane framework; bicyclo[3.3.0]octane-2,8-dione; chiral building blocks; diastereomeric resolution-selective deprotection