title: Asymmetric synthesis of (-)-renieramycin T.
abstract: (-)-Renieramycin T, an interesting tetrahydroisoquinolinequinone alkaloid with a novel renieramycin-ecteinascidin mixed framework, is synthesized from the known phenol 16 in 22 steps with 6.2% overall yield. In the convergent route, the key cyclocondensation between the isoquinoline moiety 27 and trisubstituted phenylalaninol 14 is achieved with good selectivity to furnish bistetrahydroisoquinoline 29, which permits a rapid construction of the pentacyclic framework having a fully substituted aromatic A ring.
authors.affiliation: Key Laboratory of Green Chemistry & Technology of Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, PR China. chenxc@scu.edu.cn.
authors.forename: Junhao
authors.initials: J
authors.lastname: Jia
authors.forename: Ruijiao
authors.initials: R
authors.lastname: Chen
authors.forename: Hao
authors.initials: H
authors.lastname: Liu
authors.forename: Xiong
authors.initials: X
authors.lastname: Li
authors.forename: Yuanliang
authors.initials: Y
authors.lastname: Jia
authors.forename: Xiaochuan
authors.initials: X
authors.lastname: Chen
mesh_terms: D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry; D007546:Isoquinolines / Q000737:chemistry*; D008968:Molecular Conformation; D010636:Phenols / Q000737:chemistry*; D010649:Phenylalanine / Q000031:analogs & derivatives* / Q000737:chemistry; D044005:Tetrahydroisoquinolines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D006576:Heterocyclic Compounds, 4 or More Rings; D007546:Isoquinolines; D010636:Phenols; D044005:Tetrahydroisoquinolines; C012481:phenylalaninol; D010649:Phenylalanine; C039109:isoquinoline