학술논문
Enantioselective transformations of 5-hydroxymethylfurfural via catalytic asymmetric 1,3-dipolar cycloaddition of azomethine ylides.
Document Type
Article
Source
Subject
*YLIDES
*ISOXAZOLIDINES
*RING formation (Chemistry)
*SCHIFF bases
*DERACEMIZATION
*ALKENES
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*
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Language
ISSN
1359-7345
Abstract
A catalytic asymmetric 1,3-dipolar cycloaddition between iminoesters derived from 5-hydroxymethylfurfural (HMF) and different activated alkenes is reported. Excellent levels of diastereo and enantioselectivity were obtained when Fesulphos/CuI complex was used as catalyst. This metodology provides an effective and sustainable access to challenging enantioenriched heterocyclic scaffolds and represents one of the rare examples of catalytic asymmetric transformations using HMF as a starting material. [ABSTRACT FROM AUTHOR]