title: Asymmetric synthesis of A-240610.0 via a new atropselective approach for axially chiral biaryls with chirality transfer.
abstract: A new approach for atropselective preparation of axially chiral biaryl was developed. This process proceeded through a chirality transfer from a stereogenic center of a secondary alcohol to the stereogenic axis via regioselective intramolecular silyl group migration. This methodology allowed for the preparation of a single atropisomer 2 in good yield (85%) with high diastereoselectivity (99:1), which subsequently led to the successful development of an efficient asymmetric synthesis of A-240610.0, 1.
authors.affiliation: D-R450, Process Chemistry, Global Pharmaceutical Research and Development, Abbott Laboratories, North Chicago, Illinois 60064-4000, USA. yiyin.ku@abbott.com
authors.forename: Yi-Yin
authors.initials: YY
authors.lastname: Ku
authors.forename: Tim
authors.initials: T
authors.lastname: Grieme
authors.forename: Prasad
authors.initials: P
authors.lastname: Raje
authors.forename: Padam
authors.initials: P
authors.lastname: Sharma
authors.forename: Steve A
authors.initials: SA
authors.lastname: King
authors.forename: Howard E
authors.initials: HE
authors.lastname: Morton
mesh_terms: D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis*; D005938:Glucocorticoids / Q000138:chemical synthesis*; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: C456759:A-240610; D000894:Anti-Inflammatory Agents, Non-Steroidal; D005938:Glucocorticoids; D006576:Heterocyclic Compounds, 4 or More Rings