Total synthesis of aspeverin via an iodine(III)-mediated oxidative cyclization Journal Article


Author: Levinson, A. M.
Article Title: Total synthesis of aspeverin via an iodine(III)-mediated oxidative cyclization
Abstract: The first total synthesis of aspeverin, a prenylated indole alkaloid isolated from Aspergillus versicolor in 2013, is described. Key steps utilized to assemble the core structure of the target include a highly diastereoselective Diels-Alder reaction, a Curtius rearrangement, and a unique strategy for installation of the geminal dimethyl group. A novel iodine(III)-initiated cyclization was then used to install the bicyclic urethane linkage distinctive to the natural product. © 2014 American Chemical Society.
Journal Title: Organic Letters
Volume: 16
Issue: 18
ISSN: 1523-7060
Publisher: American Chemical Society  
Date Published: 2014-09-19
Start Page: 4904
End Page: 4907
Language: English
DOI: 10.1021/ol5024163
PROVIDER: scopus
PUBMED: 25171639
PMCID: PMC5633934
DOI/URL:
Notes: Export Date: 4 May 2015 -- Source: Scopus
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