Cyclopropylmethyl Protection of Phenols: Total Synthesis of the Resveratrol Dimers Anigopreissin A and Resveratrol–Piceatannol Hybrid

Abstract

We demonstrate the versatile use of the cyclopropylmethyl group to protect phenols through the total synthesis of two benzofuran‐based natural products, that is, anigopreissin A and the resveratrol–piceatannol hybrid. This protecting group is a good alternative to the conventional methyl group, owing to the feasibility of introduction, stability under a variety of conditions, and its relative ease of removal under different acidic conditions.

Versatile Electrochemical Oxidative C(sp2)−H Bond Selenylation of Resveratrol

“…[14] Recently, synthetic strategies for obtaining resveratrol analogs based on the heterocyclic nucleus have been reported. [15][16][17][18][19] Wang and co-workers conducted an extensive study with several stilbenoids, for instance, Kuwanon X and Moracin M (Figure 1A and Figure 1B), and demonstrated their respective anti-viral effects against the herpes simplex virus type 1 and 2 (HSV-1 and HSV-2). [20] Chovanec and co-workers reported that resveratrol-inspired benzo [b]selenophens have antioxidant properties being effective against yeasts.…”