title: Total synthesis of (-)-leuconicine A and B.
abstract: Concise asymmetric total syntheses of Strychnos alkaloids (-)-leuconicine A (14 steps, 9% overall yield) and B (13 steps, 10% overall yield) have been accomplished. Key steps include (1) our sequential one-pot spiro-cyclization/intramolecular aza-Baylis-Hillman method to prepare the ABCE framework; (2) a novel domino acylation/Knoevenagel cyclization to prepare the F-ring; and (3) a Heck cyclization to access the D-ring.
authors.affiliation: Department of Chemistry, Temple University, Philadelphia, Pennsylvania 19122, USA.
authors.forename: Gopal
authors.initials: G
authors.lastname: Sirasani
authors.forename: Rodrigo B
authors.initials: RB
authors.lastname: Andrade
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism; D031451:Strychnos / Q000737:chemistry*
chemical_list: D000470:Alkaloids; D006576:Heterocyclic Compounds, 4 or More Rings; C568025:leuconicine A; C568026:leuconicine B