title: An efficient total synthesis of (+/-)-lycoramine.
abstract: [reaction: see text] A short and unique approach to (+/-)-lycoramine as one of the galanthamine-type alkaloids has been efficiently developed. The alternative advantage lies in that three stereocenters, including a crucial quaternary carbon center, were constructed with high diasteroselectivity via a key one-step NBS-mediated semipinacol rearrangement of the allylic alcohol.
authors.affiliation: State Key Laboratory of Applied Organic Chemistry & Department of Chemistry, Lanzhou University, Lanzhou 730000, PR China.
authors.forename: Chun-An
authors.initials: CA
authors.lastname: Fan
authors.forename: Yong-Qiang
authors.initials: YQ
authors.lastname: Tu
authors.forename: Zhen-Lei
authors.initials: ZL
authors.lastname: Song
authors.forename: En
authors.initials: E
authors.lastname: Zhang
authors.forename: Lei
authors.initials: L
authors.lastname: Shi
authors.forename: Min
authors.initials: M
authors.lastname: Wang
authors.forename: Baomin
authors.initials: B
authors.lastname: Wang
authors.forename: Shu-Yu
authors.initials: SY
authors.lastname: Zhang
mesh_terms: D047151:Amaryllidaceae Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D015394:Molecular Structure; D020005:Propanols / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D047151:Amaryllidaceae Alkaloids; D020005:Propanols; C006463:allyl alcohol; C500482:lycoramine