Issue 58, 2015

The N,N′-dioxide/Ni(ii)-catalyzed asymmetric inverse-electron-demand hetero-Diels–Alder reaction of methyleneindolinones with hetero-substituted alkenes

Abstract

The highly efficient catalytic asymmetric inverse-electron-demand hetero-Diels–Alder reaction of methyleneindolinones with hetero-substituted alkenes has been accomplished under mild reaction conditions. In the presence of chiral N,N′-dioxide/Ni(II) complexes, a wide range of optically active dihydropyran-fused indoles were obtained in up to 99% yield, >95 : 5 dr and 99% ee.

Graphical abstract: The N,N′-dioxide/Ni(ii)-catalyzed asymmetric inverse-electron-demand hetero-Diels–Alder reaction of methyleneindolinones with hetero-substituted alkenes

Supplementary files

Article information

Article type
Communication
Submitted
22 May 2015
Accepted
11 Jun 2015
First published
23 Jun 2015

Chem. Commun., 2015,51, 11689-11692

The N,N′-dioxide/Ni(II)-catalyzed asymmetric inverse-electron-demand hetero-Diels–Alder reaction of methyleneindolinones with hetero-substituted alkenes

Y. Zhou, L. Lin, C. Yin, Z. Wang, X. Liu and X. Feng, Chem. Commun., 2015, 51, 11689 DOI: 10.1039/C5CC04245C

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