Asymmetric total synthesis of (+)-sattazolin

The first asymmetric total synthesis of the antiviral natural product (+)-sattazolin is reported. The total synthesis allowed for unambiguous assignment of the absolute configuration of the hydroxyl bearing stereocenter. Strategies to circumvent an unanticipated alpha-ketol rearrangement encountered...

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Bibliographic Details
Published inTetrahedron letters Vol. 54; no. 2; pp. 192 - 194
Main Authors Snyder, Kevin M., Doty, Trevor S., Heins, Spencer P., DeSouchet, Aimee L., Miller, Kenneth A.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 09.01.2013
Elsevier
Subjects
Antiviral
Chemistry
Chemistry, Organic
Indole acyloin
Natural product
Physical Sciences
Sattazolin
Science & Technology
Natural product
Antiviral
Indole acyloin
Sattazolin
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Summary:The first asymmetric total synthesis of the antiviral natural product (+)-sattazolin is reported. The total synthesis allowed for unambiguous assignment of the absolute configuration of the hydroxyl bearing stereocenter. Strategies to circumvent an unanticipated alpha-ketol rearrangement encountered in the final steps are also outlined.
Bibliography:National Science Foundation
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2012.10.124