A1 Refereed original research article in a scientific journal

N-Heterocyclic Carbene-Catalyzed Activation of -Chloroaldehydes: Asymmetric Synthesis of 5-Cyano-Substituted Dihydropyranones



Authors: Li S, Chen XY, Liu Q, Peuronen A, Rissanen K, Enders D

Publisher: GEORG THIEME VERLAG KG

Publication year: 2017

Journal: Synthesis: stuttgart

Journal name in source: SYNTHESIS-STUTTGART

Journal acronym: SYNTHESIS-STUTTGART

Volume: 49

Issue: 21

First page : 4861

Last page: 4868

Number of pages: 8

ISSN: 0039-7881

DOI: https://doi.org/10.1055/s-0036-1588509


Abstract
An N-heterocyclic carbene (NHC)-catalyzed asymmetric [4+2] annulation of (E)-2-benzoyl-3-phenylacrylonitriles with alpha-chloroaldehydes has been developed. The protocol leads to 5-cyano-substituted dihydropyranones in good to excellent yields with excellent diastereo- and enantioselectivities (up to 93% yield, >20:1 d.r. and 99% ee).



Last updated on 2024-26-11 at 21:14