Work

Diastereospecific arylation and cascade deconstructive amidation/thioesterification of readily available lactam-fused bromolactones

Year: 2023

Type: article

Abstract: -catalyzed conditions. Importantly, these [5,6]-bicyclic lactam-bromolactones undergo retentive arylation, independent of the transition metal catalyst. A base-mediated cascade deconstructive amidation of the [5,6]-bicyclic lactam-bromolactones with primary aliphatic amines proceeds efficiently to afford epoxide-tethered lactam carboxamides, which bear four contiguous stereocenters. Furthermore, an unusual route to homoallylic thioesters has been uncovered through deconstructive contra-thermodynamic thioesterification of the lactam-fused bromolactone precursors.

Source: RSC Advances

DOI: 10.1039/d3ra04690g

Authors: Minh Do, Stella I. Anosike, Timothy K. Beng

Institution: Central Washington University

Language: English

Topic: Asymmetric Synthesis and Catalysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: gold

Estimated APC paid: $1,042

Funder: Central Washington University