Asymmetric synthesis of 3-aminodihydrocoumarins via the chiral guanidine catalyzed cascade reaction of azlactones?

Organic Chemistry Frontiers Pub Date: 2017-09-18 DOI: 10.1039/C7QO00768J

Abstract

A highly efficient bifunctional guanidine catalyst was developed for the asymmetric cascade reaction between 2-nitrovinylphenols and azlactones. A wide variety of 3-aminodihydrocoumarin derivatives could be obtained in high yields (up to 99% yield) with excellent enantioselectivities (up to 99% ee) and diastereoselectivities (>19?:?1 dr).

Graphical abstract: Asymmetric synthesis of 3-aminodihydrocoumarins via the chiral guanidine catalyzed cascade reaction of azlactones
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