Cyclopropylmethyl Protection of Phenols: Total Synthesis of the Resveratrol Dimers Anigopreissin A and Resveratrol–Piceatannol Hybrid. Issue 12 (5th November 2018)

• Record Type: Journal Article
• Authors: Kumar, Arvind; Saleeb, Michael; Werz, Dominik; Elofsson, Mikael
• Is Part Of: ChemistryOpen. Volume 7:Issue 12(2018)
• Page Start: 953
• Page End: 956
• Publication Date: 2018-11-05
• Subjects: anigopreissin A -- cyclopropylmethyl protecting group -- deprotection -- resveratrol–piceatannol hybrid -- total synthesis; Chemistry -- Periodicals; 540; 540.5
• DOI: 10.1002/open.201800214
• Languages: English
• ISSNs: 2191-1363

Abstract

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. Abstract : Don′t be overprotective : The cyclopropylmethyl protecting group is successfully used as an alternative to methyl ethers in the total synthesis of anigopreissin A and resveratrol–piceatannol hybrid.