Carbon Nucleophile-Initiated Rauhut–Currier Reaction: An Atom-Economical Synthesis of Highly Functionalized Carbocycles

Abstract

A Rauhut−Currier reaction cascade is achieved in the presence of carbon nucleophiles under mild conditions. This original atomeconomical transformation enables an efficient one-pot synthesis of densely substituted carbocycles from readily accessible substrates. The key promoter role of the cesium cation in the cascade process was demonstrated.

Non-covalent interactions in the diastereoselective synthesis of cis-2,3-dihydrobenzofurans: experimental and computational studies

“…Therefore, to understand the role of these chelating interactions in controlling the selectivity patterns of the title reaction, an energy decomposition analysis (EDA) on both competing TS structures was carried out. In this framework, the interaction energy (Δ E int ) is divided into the following meaningful terms: 25 Δ E int = Δ E Pauli + Δ V elstat + Δ E orb …”

Phosphine-promoted intramolecular Rauhut–Currier/Wittig reaction cascade to access (hetero)arene-fused diquinanes

“…5 Recently, several Lewis base-promoted intramolecular cascade transformations triggered by the RC reaction have been developed to create various cyclic structures. 4,6 However, to our knowledge, the RC reaction is yet to be explored in assembling an valuable diquinane scaffold. This manuscript describes an efficient approach to simple diquinanes and (hetero)arene-fused diquinanes and demonstrates its utility in preparing some advanced intermediates relevant to natural product synthesis.…”