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Asymmetric Dearomative Fluorination of 2-Naphthols with a Dicarboxylate Phase-Transfer Catalyst.

Authors :
Egami H
Rouno T
Niwa T
Masuda K
Yamashita K
Hamashima Y
Source :
Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2020 Aug 10; Vol. 59 (33), pp. 14101-14105. Date of Electronic Publication: 2020 Jun 04.
Publication Year :
2020

Abstract

A linked dicarboxylate phase-transfer catalyst enables smooth asymmetric dearomative fluorination of 2-naphthols with Selectfluor under mild conditions to give the corresponding 1-fluoronaphthalenone derivatives in a highly enantioselective manner. This reaction, which is compatible with a range of functional groups, is the first example of catalytic asymmetric fluorination of 2-naphthols, and is expected to be useful in the synthesis of bioactive molecules.<br /> (© 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)

Details

Language :
English
ISSN :
1521-3773
Volume :
59
Issue :
33
Database :
MEDLINE
Journal :
Angewandte Chemie (International ed. in English)
Publication Type :
Academic Journal
Accession number :
32391927
Full Text :
https://doi.org/10.1002/anie.202005367