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Total Synthesis of the Natural Product (+)‐ trans ‐Dihydronarciclasine via an Asymmetric Organocatalytic [3+3]‐Cycloaddition and discovery of its potent anti‐Zika Virus (ZIKV) Activity
Author(s) -
Revu Omkar,
ZepedaVelázquez Carlos,
Nielsen Alex J.,
McNulty James,
Yolken Robert H.,
JonesBrando Lorraine
Publication year - 2016
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201601536
Subject(s) - natural product , cinnamaldehyde , cycloaddition , zika virus , total synthesis , enantioselective synthesis , cascade , combinatorial chemistry , stereochemistry , chemistry , virology , virus , biology , organic chemistry , catalysis , chromatography
An asymmetric total synthesis of the natural product (+)‐trans‐dihydronarciclasine has been achieved from α‐azidoacetone and cinnamaldehyde precursors via a stepwise asymmetric [3+3]‐organocatalytic cascade. The anti‐Zika virus activity of this compound is also reported for the first time.