Biomimetic chlorine-induced polyene cyclizations harnessing hypervalent chloroiodane–HFIP assemblies. Issue 14 (22nd March 2023)

• Record Type: Journal Article
• Authors: Binder, Julia; Biswas, Aniruddha; Gulder, Tanja
• Is Part Of: Chemical science. Volume 14:Issue 14(2023)
• Page Start: 3907
• Page End: 3912
• Publication Date: 2023-03-22
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/d2sc06664e
• Languages: English
• ISSNs: 2041-6520

Abstract

Abstract : A selective and generally applicable concept of the yet scantly investigated chlorination-induced polyene cyclization utilizing HFIP–chloroiodane networks mimicking terpene cyclase has been developed. Abstract : While bromo- and iodocyclizations have recently been successfully implemented, the challenging chlorocyclizations have been scantly investigated. We present a selective and generally applicable concept of chlorination-induced polyene cyclization by utilizing HFIP–chloroiodane networks mimicking terpene cyclases. A manifold of different alkenes was converted with excellent selectivities (up to d.r. >95 : 5). The cyclization platform was even extended to several structurally challenging terpenes and terpenoid carbon frameworks.