Authors: | Dai, M.; Wang, Z.; Danishefsky, S. J. |
Article Title: | A novel α,β-unsaturated nitrone-aryne [3+2] cycloaddition and its application in the synthesis of the cortistatin core |
Abstract: | We describe here a novel α,β-unsaturated nitrone-aryne [3+2] cycloaddition. The resulting benzoisoxazolines underwent N-O bond reduction-elimination-electrocyclization sequence to furnish a variety of polysubstituted 2H or 2-alkylated-1-benzo-pyrans. The application of this methodology was further demonstrated in the synthesis of the oxa[3.2.1]octene moiety of cortistatin A. © 2008 Elsevier Ltd. All rights reserved. |
Keywords: | unclassified drug; methodology; drug structure; drug synthesis; cortistatin; cyclization; chemical reaction; polycyclic aromatic hydrocarbon derivative; cycloaddition; cortistatin a; nitrone derivative |
Journal Title: | Tetrahedron Letters |
Volume: | 49 |
Issue: | 47 |
ISSN: | 0040-4039 |
Publisher: | Pergamon-Elsevier Science Ltd |
Date Published: | 2008-11-17 |
Start Page: | 6613 |
End Page: | 6616 |
Language: | English |
DOI: | 10.1016/j.tetlet.2008.09.019 |
PROVIDER: | scopus |
PMCID: | PMC2598426 |
PUBMED: | 19924220 |
DOI/URL: | |
Notes: | --- - "Cited By (since 1996): 33" - "Export Date: 17 November 2011" - "CODEN: TELEA" - "Source: Scopus" |