A unified synthetic approach to polyketides having both skeletal and stereochemical diversity Journal Article


Authors: Shang, S.; Iwadare, H.; Macks, D. E.; Ambrosini, L. M.; Tan, D. S.
Article 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. © 2007 American Chemical Society.
Keywords: methylation; conference paper; chemistry; chemical structure; molecular structure; macrolide; synthesis; stereoisomerism; carbon; epoxy compounds; macrolides; epoxide
Journal Title: Organic Letters
Volume: 9
Issue: 10
ISSN: 1523-7060
Publisher: American Chemical Society  
Date Published: 2007-05-10
Start Page: 1895
End Page: 1898
Language: English
DOI: 10.1021/ol070405p
PUBMED: 17439132
PROVIDER: scopus
PMCID: PMC2597797
DOI/URL:
Notes: --- - "Cited By (since 1996): 27" - "Export Date: 17 November 2011" - "Source: Scopus"
Altmetric
Citation Impact
BMJ Impact Analytics
MSK Authors
  1. Daniel E Macks
    4 Macks
  2. Derek S Tan
    91 Tan