title: Study on the total synthesis of velbanamine: Chemoselective dioxygenation of alkenes with PIFA via a stop-and-flow strategy.
abstract: A "stop-and-flow" strategy was developed for the chemoselective dioxygenation of alkenes with a PIFA-initiated cyclization. This method is conceived for the desymmetrization of seco-diene, and a series of substituted 5-hydroxymethyl-γ-lactones were constructed after hydrolysis. This strategy also differentiates terminally substituted alkenes and constitutes a potentially novel synthetic approach for the efficient synthesis toward velbanamine.
authors.affiliation: CAS Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China ; College of Chemistry and Life Sciences, Zhejiang Normal University, Jinhua, Zhengjiang 321004, China.
authors.forename: Huili
authors.initials: H
authors.lastname: Liu
authors.forename: Kuan
authors.initials: K
authors.lastname: Zheng
authors.forename: Xiang
authors.initials: X
authors.lastname: Lu
authors.forename: Xiaoxia
authors.initials: X
authors.lastname: Wang
authors.forename: Ran
authors.initials: R
authors.lastname: Hong
keywords: PIFA; alkene; desymmetrization; dioxygenation; lactone; velbanamine