A Ring Closing Metathesis Approach to the Formal Synthesis of (+)‐Callyspongiolide. Issue 22 (7th September 2020)

• Record Type: Journal Article
• Authors: Ko, Kwang‐Yoon; Wilson, Zoe E.; Furkert, Daniel P.; Brimble, Margaret A.
• Is Part Of: ChemCatChem. Volume 12:Issue 22(2020)
• Page Start: 5759
• Page End: 5771
• Publication Date: 2020-09-07
• Subjects: callyspongiolide -- homocrotylation -- natural product -- ring closing metathesis -- Yamaguchi esterification; Catalysis -- Periodicals; 541.39505
• DOI: 10.1002/cctc.202001139
• Languages: English
• ISSNs: 1867-3880

Abstract

Abstract: An enantioselective synthesis of macrocyclic core of (+)‐callyspongiolide is described, constituting a formal synthesis of this natural product. The synthetic strategy constructs the 14‐membered macrocyclic domain via Yamaguchi esterification followed by a challenging ring‐closing metathesis (RCM) to effect the final formation of the macrolactone. Abstract : A challenging cyclisation : An enantioselective synthesis of macrocyclic core of (+)‐callyspongiolide is described, constituting a formal synthesis of this natural product. The synthetic strategy constructs the 14‐membered macrocyclic domain via Yamaguchi esterification followed by a challenging ring‐closing metathesis to effect the final formation of the macrolactone.