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Efficient Enantioselective Synthesis of Oxahelicenes Using Redox/Acid Cooperative Catalysts.

Authors :
Sako M
Takeuchi Y
Tsujihara T
Kodera J
Kawano T
Takizawa S
Sasai H
Source :
Journal of the American Chemical Society [J Am Chem Soc] 2016 Sep 14; Vol. 138 (36), pp. 11481-4. Date of Electronic Publication: 2016 Sep 06.
Publication Year :
2016

Abstract

An efficient and enantioselective synthesis of oxa[9]helicenes has been established via vanadium(V)-catalyzed oxidative coupling/intramolecular cyclization of polycyclic phenols. A newly developed vanadium complex cooperatively functions as both a redox and Lewis acid catalyst to promote the present sequential reaction and afford oxa[9]helicenes in good yields with up to 94% ee.

Details

Language :
English
ISSN :
1520-5126
Volume :
138
Issue :
36
Database :
MEDLINE
Journal :
Journal of the American Chemical Society
Publication Type :
Academic Journal
Accession number :
27574874
Full Text :
https://doi.org/10.1021/jacs.6b07424