title: Expedient synthesis of the tetracyclic core of ent-nakadomarin A.
abstract: An efficient eight-step assembly of the tetracyclic core (ABCD rings) of ent-(+)-nakadomarin A, a bioactive hexacyclic marine alkaloid, has been realized with Sonogashira coupling, platinum(II)-promoted cascade cyclizations, and saturation of a challenging carbon-carbon double bond through a hydroboration/oxidation/xanthate formation/Barton-McCombie deoxygenation sequence as key transformations.
authors.affiliation: Laboratory of Modern Synthetic Organic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, China.
authors.forename: Haibing
authors.initials: H
authors.lastname: Deng
authors.forename: Xiaobao
authors.initials: X
authors.lastname: Yang
authors.forename: Zhaolong
authors.initials: Z
authors.lastname: Tong
authors.forename: Zhong
authors.initials: Z
authors.lastname: Li
authors.forename: Hongbin
authors.initials: H
authors.lastname: Zhai
mesh_terms: D000818:Animals; D002243:Carbolines / Q000138:chemical synthesis* / Q000737:chemistry; D018360:Crystallography, X-Ray; D003500:Cyclization; D015394:Molecular Structure; D011161:Porifera / Q000737:chemistry
chemical_list: D002243:Carbolines; C476640:nakadomarin A