title: Synthesis of novel 6,11-O-bridged bicyclic ketolides via a palladium-catalyzed bis-allylation.
abstract: A bridging chemistry process was developed to form an ether bridge between 6-O and 11-O of erythromycin A via a tandem or stepwise palladium-catalyzed bis-pi-allylation. By applying this bridging process, new 6,11-O-bridged bicyclic ketolides (BBKs) were synthesized. These BBKs showed good antibacterial activities against the macrolide-susceptible strains as well as mef-resistant strains and served as a good core for further modifications to study the structure-activity relationship (SAR) and to overcome bacterial resistance. [reaction: see text]
authors.affiliation: Enanta Pharmaceuticals, Inc., 500 Arsenal Street, Watertown, MA 02472, USA. wang@enanta.com
authors.forename: Guoqiang
authors.initials: G
authors.lastname: Wang
authors.forename: Deqiang
authors.initials: D
authors.lastname: Niu
authors.forename: Yao-Ling
authors.initials: YL
authors.lastname: Qiu
authors.forename: Ly Tam
authors.initials: LT
authors.lastname: Phan
authors.forename: Zhigang
authors.initials: Z
authors.lastname: Chen
authors.forename: Alexander
authors.initials: A
authors.lastname: Polemeropoulos
authors.forename: Yat Sun
authors.initials: YS
authors.lastname: Or