Expanding the 'aplysinospin cascade' through DNA-templated [2+2] photocycloaddition. Issue 28 (20th March 2023)

• Record Type: Journal Article
• Authors: Oger, Samuel; Duchemin, Nicolas; Bendiab, Yara Mayssa; Birlirakis, Nicolas; Skiredj, Adam; Rharrabti, Somia; Jullian, Jean-Christophe; Poupon, Erwan; Smietana, Michael; Arseniyadis, Stellios; Evanno, Laurent
• Is Part Of: Chemical communications. Volume 59:Issue 28(2023)
• Page Start: 4221
• Page End: 4224
• Publication Date: 2023-03-20
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/d3cc00673e
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : We report here a general and scalable method for the synthesis of cyclobutane-containing natural products and analogues thereof via a DNA-templated [2+2] photo-induced homo- and heterodimerization of aplysinopsins. Abstract : Inspired by the unique ability of nucleic acids to template chemical transformations that are otherwise impossible in solution, we embarked on the generalisation of our DNA-templated [2+2] photo-induced homo- and heterodimerization of aplysinopsins. Our process ensures a straightforward access to cyclobutane containing natural products and analogues thereof. Most importantly, this conceptual biomimetic achievement presents interesting arguments to build a biosynthetic scenario.