1,2,4-Trifunctionalized Cyclohexane Synthesis via a Diastereoselective Reductive Cope Rearrangement and Functional Group Interconversion Strategy.

Autor: Mannchen MD; Department of Chemistry, University of Florida, Gainesville, Florida 32603, United States., Ghiviriga I; Center for NMR Spectroscopy, Department of Chemistry, University of Florida, Gainesville, Florida 32603, United States., Abboud KA; Center for X-ray Crystallography, Department of Chemistry, University of Florida, Gainesville, Florida 32603, United States., Grenning AJ; Department of Chemistry, University of Florida, Gainesville, Florida 32603, United States.
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2021 Nov 19; Vol. 23 (22), pp. 8804-8809. Date of Electronic Publication: 2021 Nov 01.
DOI: 10.1021/acs.orglett.1c03310
Abstrakt: Polyfunctionalized cyclohexanes are privileged scaffolds in drug discovery. Reported herein is a method for synthesizing 1,2,4-trifunctionalized cyclohexanes via diastereoselective reductive Cope rearrangement. The scaffolds obtained can be derivatized by orthogonal functional group interconversion to cyclohexanes bearing a 1-amide, 2-branched arylallyl, and variable 4-functional group.
Databáze: MEDLINE