title: Inter- and intramolecular annulation strategies to a cyclopentanone building block containing an all-carbon quaternary stereogenic center.
abstract: Synthesis of (S)-2-methyl-3-fluorophenyl cyclopentanone methyl ester (1S)-1 has been achieved by both inter- and intramolecular alkylation reactions on multigram scale, using chiral pool reagents. The intramolecular variant is a novel example of a chiral bis-electrophile reacting with a carbon nucleophile to form an enantiomerically pure all-carbon quaternary center.
authors.affiliation: †BioFocus, a Charles River Company, Chesterford Research Park, Saffron Walden, Essex, CB10 1XL, United Kingdom.
authors.forename: Stephen D
authors.initials: SD
authors.lastname: Penrose
authors.affiliation: †BioFocus, a Charles River Company, Chesterford Research Park, Saffron Walden, Essex, CB10 1XL, United Kingdom.
authors.forename: Andrew J
authors.initials: AJ
authors.lastname: Stott
authors.affiliation: †BioFocus, a Charles River Company, Chesterford Research Park, Saffron Walden, Essex, CB10 1XL, United Kingdom.
authors.forename: Perla
authors.initials: P
authors.lastname: Breccia
authors.affiliation: †BioFocus, a Charles River Company, Chesterford Research Park, Saffron Walden, Essex, CB10 1XL, United Kingdom.
authors.forename: Alan F
authors.initials: AF
authors.lastname: Haughan
authors.affiliation: †BioFocus, a Charles River Company, Chesterford Research Park, Saffron Walden, Essex, CB10 1XL, United Kingdom.
authors.forename: Roland W
authors.initials: RW
authors.lastname: Bürli
authors.affiliation: †BioFocus, a Charles River Company, Chesterford Research Park, Saffron Walden, Essex, CB10 1XL, United Kingdom.
authors.forename: Rebecca E
authors.initials: RE
authors.lastname: Jarvis
authors.affiliation: ‡CHDI Management/CHDI Foundation Inc., 6080 Center Drive, Suite 100, Los Angeles, California 90045, United States.
authors.forename: Celia
authors.initials: C
authors.lastname: Dominguez