A Ring Closing Metathesis Approach to the Formal Synthesis of (+)‐Callyspongiolide

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) t...

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Bibliographic Details
Published in:ChemCatChem 2020-11, Vol.12 (22), p.5759-5771
Main Authors: Ko, Kwang‐Yoon, Wilson, Zoe E., Furkert, Daniel P., Brimble, Margaret A.
Format: Article
Language:English
Subjects:
callyspongiolide
Enantiomers
Esterification
homocrotylation
Metathesis
natural product
Natural products
ring closing metathesis
Synthesis
Yamaguchi esterification
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Summary: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. 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.
ISSN:1867-3880
1867-3899
DOI:10.1002/cctc.202001139