Enantioselective formal synthesis of the marine macrolide (−)-callyspongiolide

Aina Urbina; Núria Llor; Maria Vittoria Barbieri; Joan Bosch; Mercedes Amat

doi:10.1039/D0CC01978J

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Enantioselective formal synthesis of the marine macrolide (−)-callyspongiolide†

Aina Urbina,

^a Núria Llor,

^a Maria Vittoria Barbieri,

^a Joan Bosch

*^a and Mercedes Amat

*^a

Author affiliations

* Corresponding authors

^a Laboratory of Organic Chemistry, Faculty of Pharmacy and Food Sciences, and Institute of Biomedicine (IBUB), University of Barcelona, Barcelona-08028, Spain
E-mail: amat@ub.edu, joanbosch@ub.edu
Tel: +34 93 402 45 40

Abstract

A short enantioselective synthesis of the macrocyclic core 19 of callyspongiolide, involving a homocrotylboration of aldehyde 4, a Still–Genari olefination, an esterification with alcohol 17, and a ring-closing metathesis, is reported.

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Article information

DOI: https://doi.org/10.1039/D0CC01978J
Article type: Communication
Submitted: 16 Mar 2020
Accepted: 03 Apr 2020
First published: 06 Apr 2020

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Chem. Commun., 2020,56, 5536-5539

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Enantioselective formal synthesis of the marine macrolide (−)-callyspongiolide

A. Urbina, N. Llor, M. V. Barbieri, J. Bosch and M. Amat, Chem. Commun., 2020, 56, 5536 DOI: 10.1039/D0CC01978J

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Chemical Communications

Enantioselective formal synthesis of the marine macrolide (−)-callyspongiolide†

Abstract

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Enantioselective formal synthesis of the marine macrolide (−)-callyspongiolide

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