Rhodium(III)-Catalyzed Cyclopropane C-H/C-C Activation Sequence Provides Diastereoselective Access to alpha-Alkoxylated gamma-Lactams

Nicolai Cramer, Benoît Daniel Bertrand Audic
2020
Journal paper

Abstract

A Cp*Rh(III)-catalyzed C-H/C-C bond activation sequence of cyclopropyl hydroxamates has been developed. The three-component process allows trapping of the intermediate rhodacycle with diazomalonates and an alcohol nucleophile to provide access to synthetically valuable alpha-alkoxylated gamma-lactams with trans diastereoselectivity.

Official source

https://infoscience.epfl.ch/record/278918?ln=en

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Rhodium(III)-Catalyzed Cyclopropane C-H/C-C Activation Sequence Provides Diastereoselective Access to alpha-Alkoxylated gamma-Lactams

Stereoselective synthesis of alkyl-, aryl-, vinyl- and alkynyl-substituted Z-enamides and enol ethers

Dearomatization of electron poor six-membered N-heterocycles through [3+2] annulation with aminocyclopropanes

Dearomatization of electron poor six-membered N-heterocycles through [3+2] annulation with aminocyclopropanes

Stereoselective synthesis of alkyl-, aryl-, vinyl- and alkynyl-substituted Z-enamides and enol ethers