Concise Total Synthesis of Dehaloperophoramidine. (16th December 2015)

• Record Type: Journal Article
• Authors: Popov, Kirill; Hoang, Anita; Somfai, Peter
• Is Part Of: Angewandte Chemie. Volume 128:Number 5(2016)
• Page Start: 1833
• Page End: 1836
• Publication Date: 2015-12-16
• Subjects: Alkaloide -- Dominoreaktionen -- Heterocyclen -- Naturstoffe -- Totalsynthesen; Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201510661
• Languages: English
• ISSNs: 0044-8249

Abstract

Abstract: Perophoramidine, dehaloperophoramidine, and communesin F are structurally related alkaloids having intriguing polycyclic structures. A strategy for the synthesis of dehaloperophoramidine has been developed. In this synthesis all skeletal atoms and all functional groups required to reach the target molecule are incorporated early in the sequence. This approach led to the discovery of two novel substrate‐specific domino processes, one encompassing four steps and the other comprising five steps, thus resulting in an eight‐step synthesis of dehaloperophoramidine.