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  • Title: SmI2-mediated radical coupling strategy to Securinega alkaloids: total synthesis of (-)-14,15-dihydrosecurinine and formal total synthesis of (-)-securinine.
    Author: Zheng X, Liu J, Ye CX, Wang A, Wang AE, Huang PQ.
    Journal: J Org Chem; 2015 Jan 16; 80(2):1034-41. PubMed ID: 25496326.
    Abstract:
    The asymmetric total synthesis of (-)-14,15-dihydrosecurinine and the formal total synthesis of (-)-securinine were accomplished starting from an easily available malimide. A concise SmI2-mediated radical coupling strategy has been developed to construct the bridged α-hydroxy 6-azabicyclo[3.2.1]octanone in four steps with high diastereoselectivity.
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