title: Toward tubulysin: gram-scale synthesis of tubuvaline-tubuphenylalanine fragment.
abstract: A practical and stereoselective synthesis of the tubuvaline-tubuphenylalanine (Tuv-Tup) fragment of tubulysin is achieved involving the opening of aziridine, crucial MacMillan alpha-hydroxylation on both fragments, and an epoxide-opening reaction.
authors.affiliation: Organic Division-I, Indian Institute of Chemical Technology, Hyderabad 500 607, India. srivaric@iict.res.in
authors.forename: Srivari
authors.initials: S
authors.lastname: Chandrasekhar
authors.forename: Bodugam
authors.initials: B
authors.lastname: Mahipal
authors.forename: Mitta
authors.initials: M
authors.lastname: Kavitha
mesh_terms: D000080462:Acyclic Monoterpenes; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry; D001388:Aziridines / Q000737:chemistry; D004852:Epoxy Compounds / Q000737:chemistry; D006900:Hydroxylation; D039821:Monoterpenes / Q000737:chemistry; D009842:Oligopeptides / Q000138:chemical synthesis* / Q000737:chemistry*; D010446:Peptide Fragments / Q000138:chemical synthesis* / Q000737:chemistry; D010649:Phenylalanine / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism; D014633:Valine / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D000080462:Acyclic Monoterpenes; D000970:Antineoplastic Agents; D001388:Aziridines; D004852:Epoxy Compounds; D039821:Monoterpenes; D009842:Oligopeptides; D010446:Peptide Fragments; C502386:tubulysin D; D010649:Phenylalanine; C033132:aziridine; D014633:Valine; C007078:citronellol