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Organocatalytic Enantioselective Vinylogous Henry Reaction of 3,5-Dimethyl-4-nitroisoxazole with Trifluoromethyl Ketones

Abstract
The enantioselective vinylogous Henry reaction of 3,5-dimethyl-4-nitroisoxazole with trifluoromethyl ketones employing a bifunctional squaramide organocatalyst has been developed. A series of isoxazole bearing trifluoromethyl-substituted tertiary alcohols, 2-substituted (R)-1,1,1-trifluoro-3-(3-methyl-4-nitroisoxazol-5-yl)propan-2-ols, were obtained under these mild reaction conditions in good yields and moderate to good enantioselectivities.
Main Authors
Jafari, Ehsan Kundu, Dipti S. Chauhan, Pankaj Gajulapalli, V. Pratap Reddy von Essen, Carolina Rissanen, Kari Enders, Dieter
Format
Articles Research article
Published
2018
Series
Synthesis
Subjects
asymmetric synthesis
isoxazole
trifluoromethyl ketone
squaramide organocatalyst
vinylogous Henry reaction
Publication in research information system
https://converis.jyu.fi/converis/portal/detail/Publication/27278260
Publisher
Georg Thieme Verlag
The permanent address of the publication
https://urn.fi/URN:NBN:fi:jyu-201805222701Use this for linking
Review status
Peer reviewed
ISSN
0039-7881
DOI
https://doi.org/10.1055/s-0036-1590928
Language
English
Published in
Synthesis
Citation
  • Jafari, E., Kundu, D. S., Chauhan, P., Gajulapalli, V. P. R., von Essen, C., Rissanen, K., & Enders, D. (2018). Organocatalytic Enantioselective Vinylogous Henry Reaction of 3,5-Dimethyl-4-nitroisoxazole with Trifluoromethyl Ketones. Synthesis, 50(2), 323-329. https://doi.org/10.1055/s-0036-1590928
License
In CopyrightOpen Access
Copyright© Georg Thieme Verlag Stuttgart · New York, 2018.

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