A stereoselective route to guanacastepene A through a surprising epoxidation Journal Article


Authors: Lin, S.; Dudley, G. B.; Tan, D. S.; Danishefsky, S. J.
Article Title: A stereoselective route to guanacastepene A through a surprising epoxidation
Abstract: An external oxidant approaches syn to the isopropyl and methyl substituents on the five-membered ring of 1. This surprising and selective epoxidation was exploited in the total synthesis of guanacastepene A (2).
Keywords: unclassified drug; molecular structure; oxidation; synthesis; total synthesis; synthesis (chemical); stereochemistry; proton nuclear magnetic resonance; stereoisomerism; acetylation; carbon nuclear magnetic resonance; diterpene; epoxy compounds; diastereoisomer; antibiotics; diterpenes; natural products; hydroxylation; epoxidation; nuclear overhauser effect; aromatic compounds; guanacastepene a; article; diastereoselectivity; pyrolysis
Journal Title: Angewandte Chemie - International Edition
Volume: 41
Issue: 12
ISSN: 1433-7851
Publisher: Wiley Blackwell  
Date Published: 2002-06-17
Start Page: 2188
End Page: 2191
Language: English
DOI: 10.1002/1521-3773(20020617)41:12<2188::aid-anie2188>3.0.co;2-j
PUBMED: 19746640
PROVIDER: scopus
DOI/URL:
Notes: Export Date: 14 November 2014 -- Source: Scopus
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  1. Gregory Dudley
    6 Dudley
  2. Songnian Lin
    6 Lin
  3. Derek S Tan
    91 Tan