Heterogeneous Heterobimetallic Catalysis Enabling Expeditious Access to CF3‑Containing vic-Amino Alcohols

A highly anti-selective catalytic asymmetric nitroaldol reaction of trifluoromethyl ketones based on Nd/Na and Pr/Na heterobimetallic catalysts was developed. These catalysts function as heterogeneous catalysts to engage nitroethane and a range of trifluoromethyl ketones in a stereoselective assembl...

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Bibliographic Details
Published in:Organic letters 2018-01, Vol.20 (1), p.308-311
Main Authors: Karasawa, Tomoya, Kumagai, Naoya, Shibasaki, Masakatsu
Format: Article
Language:English
Online Access:Get full text
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Summary:A highly anti-selective catalytic asymmetric nitroaldol reaction of trifluoromethyl ketones based on Nd/Na and Pr/Na heterobimetallic catalysts was developed. These catalysts function as heterogeneous catalysts to engage nitroethane and a range of trifluoromethyl ketones in a stereoselective assembly to afford CF3-appended vic-nitroalkanols that could be readily converted to enantioenriched vic-amino alcohols, which are privileged structural motifs in medicinal chemistry.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.7b03767