Issue 13, 2018

Asymmetric [4 + 2] cycloadditions with 3-furfural derivatives and α-cyano-α,β-unsaturated ketones

Abstract

The dearomatizative dienamine-type intermediates between 2-benzyl-3-furfurals and a chiral secondary amine underwent asymmetric [4 + 2] cycloadditions with α-cyano-chalcone-type substrates, affording tetrahydrobenzofurans having dense substitutions and multiple stereogenic centers with high to outstanding results (up to 92% yield, >99% ee, >19 : 1 dr).

Graphical abstract: Asymmetric [4 + 2] cycloadditions with 3-furfural derivatives and α-cyano-α,β-unsaturated ketones

Supplementary files

Article information

Article type
Research Article
Submitted
05 apr 2018
Accepted
16 máj 2018
First published
17 máj 2018

Org. Chem. Front., 2018,5, 2057-2060

Asymmetric [4 + 2] cycloadditions with 3-furfural derivatives and α-cyano-α,β-unsaturated ketones

C. Duan, X. He, W. Du and Y. Chen, Org. Chem. Front., 2018, 5, 2057 DOI: 10.1039/C8QO00351C

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