Enantio- and Diastereoselective Cyclopropanation of CF3-imidoyl sulfoxonium ylides Catalyzed by Chiral-at-Metal Rh(III) Complex

14 March 2025, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

An enantio- and diastereoselective cyclopropanation of CF3-imidoyl sulfoxonium ylides with α,β-unsaturated 2-acyl imidazoles catalyzed by chiral-at-metal Rh(III) complex has been demonstrated for the first time. This work provides a practical approach for assembling 1,2,3-trisubstituted chiral cyclopropane with CF3-imidoyl structural units under mild reaction conditions, which has the advantages including broad substrates and good functional tolerance. In addition, a scale-up experiment and the synthetic transformations of the cycloadducts further highlight the synthetic utility.

Keywords

Chiral-at-Metal Rh(III) Complex

Supplementary materials

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Title
Enantio- and Diastereoselective Cyclopropanation of CF3-imidoyl sulfoxonium ylides Catalyzed by Chiral-at-Metal Rh(III) Complex
Description
An enantio- and diastereoselective cyclopropanation of CF3-imidoyl sulfoxonium ylides with α,β-unsaturated 2-acyl imidazoles catalyzed by chiral-at-metal Rh(III) complex has been demonstrated for the first time. This work provides a practical approach for assembling 1,2,3-trisubstituted chiral cyclopropane with CF3-imidoyl structural units under mild reaction conditions, which has the advantages including broad substrates and good functional tolerance. In addition, a scale-up experiment and the synthetic transformations of the cycloadducts further highlight the synthetic utility.
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