title: A unified synthetic approach to polyketides having both skeletal and stereochemical diversity.
abstract: An efficient systematic approach to the diversity-oriented synthesis of polyketides has been developed to provide both skeletal and stereochemical diversity. Each synthetic intermediate is also a desired polyketide fragment and no protecting group manipulations are required. A first-generation synthesis provides a 74-membered polyketide library comprising six different skeletal classes, each in one to five steps from propargylic alcohol precursors. A study of epoxyol opening reactions revealed unusual reactivity trends based on epoxide configuration.
authors: Pharmacology Program, Weill Graduate School of Medical Sciences of Cornell University, Memorial Sloan-Kettering Cancer Center, New York, NY 10021, USA.
authors: Shiying
authors: S
authors: Shang
authors: Hayato
authors: H
authors: Iwadare
authors: Daniel E
authors: DE
authors: Macks
authors: Lisa M
authors: LM
authors: Ambrosini
authors: Derek S
authors: DS
authors: Tan
mesh_terms: D002244:Carbon / Q000737:chemistry; D004852:Epoxy Compounds / Q000737:chemistry; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry*; D008745:Methylation; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D004852:Epoxy Compounds; D018942:Macrolides; D002244:Carbon