Study on the total synthesis of velbanamine: Chemoselective dioxygenation of alkenes with PIFA via a stop-and-flow strategy

…, K Zheng, X Lu, X Wang, R Hong

Index: Liu, Huili; Zheng, Kuan; Lu, Xiang; Wang, Xiaoxia; Hong, Ran Beilstein Journal of Organic Chemistry, 2013 , vol. 9, p. 983 - 990

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Abstract

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.