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 |