Regio‐ and Diastereo‐Selective Biomimetic Synthesis of (±)‐ ϵ ‐Viniferin by NIS and Resveratrol | Zendy

D'Orsi Rosarita | Zendy; Morrongiello Francesca | Zendy; Laurita Teresa | Zendy; Funicello Maria | Zendy; Lupattelli Paolo | Zendy; Chiummiento Lucia | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Premium

Regio‐ and Diastereo‐Selective Biomimetic Synthesis of (±)‐ ϵ ‐Viniferin by NIS and Resveratrol

Author(s) -

D'Orsi Rosarita,

Morrongiello Francesca,

Laurita Teresa,

Funicello Maria,

Lupattelli Paolo,

Chiummiento Lucia

Publication year - 2021

Publication title -

chemistryselect

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.437

H-Index - 34

ISSN - 2365-6549

DOI - 10.1002/slct.202101678

Subject(s) - halogenation , chemistry , resveratrol , yield (engineering) , methylation , combinatorial chemistry , organic chemistry , biochemistry , materials science , gene , metallurgy

In this work, we describe the synthesis of (±)‐permethylated‐ϵ‐viniferin from resveratrol by successive iodination, methylation and dehalogenation reactions. Iodination reaction by N ‐iodosuccinimide (NIS) was studied to optimize and confirm a proposed radical mechanism. Switching to acetyl protecting group, a new straightforward regio‐ and diastereo‐selective biomimetic synthesis of (±)‐ ϵ ‐viniferin was obtained. Permethylated and free ϵ‐viniferin were isolated up to 20 %yield.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research