A Corey–Seebach Macrocyclisation Strategy for the Synthesis of Riccardin C and an Unnatural Macrocyclic Bis(bibenzyl) Analogue. Issue 34 (27th October 2016)

• Record Type: Journal Article
• Authors: Almalki, Faisal A.; Harrowven, David C.
• Is Part Of: European journal of inorganic chemistry. Issue 34(2016)
• Page Start: 5738
• Page End: 5746
• Publication Date: 2016-10-27
• Subjects: Natural products -- Total synthesis -- Macrocycles -- Cyclization -- Polycycles; Chemistry, Inorganic -- Periodicals; Organometallic chemistry -- Periodicals; Bioinorganic chemistry -- Periodicals; Solid state chemistry -- Periodicals; 546
• DOI: 10.1002/ejoc.201601179
• Languages: English
• ISSNs: 1434-1948

Abstract

Abstract : A total synthesis of riccardin C has been accomplished using a Corey–Seebach reaction to effect macrocyclisation. The versatility of the strategy has also been demonstrated with a mimetic synthesis of an unnatural bis(bibenzyl) analogue. Abstract : A total synthesis of riccardin C has been achieved using a Corey–Seebach reaction to effect macrocyclisation. By virtue of a common late‐stage intermediate, formal syntheses of cavicularin and asterelin A have also been realised. More importantly, the approach has been used mimetically to prepare a new unnatural macrocyclic bis(bibenzyl) core.