Issue 67, 2021

Rhodium(iii)-catalyzed asymmetric [4+1] spiroannulations of O-pivaloyl oximes with α-diazo compounds

Abstract

Chiral RhIII catalysts can catalyze the asymmetric [4+1] spiroannulation of O-pivaloyl oximes with α-diazo homophthalimides under redox-neutral and acid/base-neutral conditions, leading to formation of chiral spirocyclic imines as a result of C–H activation and N–O cleavage. The reaction proceeded with high efficiency and features broad substrate scope, mild reaction conditions, and high to excellent enantioselectivities.

Graphical abstract: Rhodium(iii)-catalyzed asymmetric [4+1] spiroannulations of O-pivaloyl oximes with α-diazo compounds

Supplementary files

Article information

Article type
Communication
Submitted
01 Jun 2021
Accepted
20 Jul 2021
First published
21 Jul 2021

Chem. Commun., 2021,57, 8268-8271

Rhodium(III)-catalyzed asymmetric [4+1] spiroannulations of O-pivaloyl oximes with α-diazo compounds

L. Sun, B. Liu, Y. Zhao, J. Chang, L. Kong, F. Wang, W. Deng and X. Li, Chem. Commun., 2021, 57, 8268 DOI: 10.1039/D1CC02888J

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