Diels¡VAlder reactions of an elusive 1,3-butadiene bearing 2-carboxy and 4-alkoxy substituents
Journal
Tetrahedron Letters
Journal Volume
57
Journal Issue
38
Pages
4293-4296
Date Issued
2016
Author(s)
Abstract
A reactive diene, ethyl 2-methylene-4-(pent-3-oxy)but-2-enoate, bearing electron-withdrawing carboxy and electron-donating pentoxy substituents is prepared and trapped in situ by a variety of dienophiles to form [4+2] cycloaddition products. Diels–Alder reaction of this diene with fumarate esters gives multiply substituted cyclohexenes that are useful for building the scaffold of oseltamivir.
SDGs
Type
journal article