A nitroso Diels-Alder (NDA) reaction between cyclopentadiene and an in situ generated nitroso compound leads to a new heterocyclic monomer for ring opening metathesis polymerization (ROMP) reactions. This monomer could be polymerized in the presence of Grubbs-third generation initiator with good control over M n and decent Ð values. The resulting isoxazolidine-containing material could undergo further hydrogenation, deprotection, and modification with Dansyl chloride as well as ring opening to provide an amino-and hydroxyl-decorated "polyolefin."

Front Cover: In article number 2100098, Christopher E. Hobbs and co‐workers describe the use of a Nitroso–Diels–Alder reaction as an effective route toward the synthesis of modifiable, hydroxyl‐and amino‐decorated polymeric materials using ring opening metathesis polymerization (ROMP).