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

Animals Callyspongia / chemistry Macrolides / chemical synthesis Molecular Conformation Stereoisomerism

Journal

Chemical communications (Cambridge, England)
ISSN: 1364-548X
Titre abrégé: Chem Commun (Camb)
Pays: England
ID NLM: 9610838

Informations de publication

Date de publication:
21 May 2020
Historique:
pubmed: 17 4 2020
medline: 6 1 2021
entrez: 17 4 2020
Statut: ppublish

Résumé

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.

Identifiants

DOI: 10.1039/d0cc01978j PMID: 32297621
pubmed: 32297621
doi: 10.1039/d0cc01978j
doi:

Substances chimiques

Macrolides 0
callyspongiolide 0

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

5536-5539

Auteurs

Aina Urbina (A)

Laboratory of Organic Chemistry, Faculty of Pharmacy and Food Sciences, and Institute of Biomedicine (IBUB), University of Barcelona, Barcelona-08028, Spain. amat@ub.edu joanbosch@ub.edu.
ORCID: 0000-0001-5733-4384

Núria Llor (N)

Laboratory of Organic Chemistry, Faculty of Pharmacy and Food Sciences, and Institute of Biomedicine (IBUB), University of Barcelona, Barcelona-08028, Spain. amat@ub.edu joanbosch@ub.edu.
ORCID: 0000-0002-6608-8872

Maria Vittoria Barbieri (MV)

Laboratory of Organic Chemistry, Faculty of Pharmacy and Food Sciences, and Institute of Biomedicine (IBUB), University of Barcelona, Barcelona-08028, Spain. amat@ub.edu joanbosch@ub.edu.
ORCID: 0000-0001-6811-597X

Joan Bosch (J)

Laboratory of Organic Chemistry, Faculty of Pharmacy and Food Sciences, and Institute of Biomedicine (IBUB), University of Barcelona, Barcelona-08028, Spain. amat@ub.edu joanbosch@ub.edu.
ORCID: 0000-0001-5974-1733

Mercedes Amat (M)

Laboratory of Organic Chemistry, Faculty of Pharmacy and Food Sciences, and Institute of Biomedicine (IBUB), University of Barcelona, Barcelona-08028, Spain. amat@ub.edu joanbosch@ub.edu.
ORCID: 0000-0002-9551-4690

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Classifications MeSH

questionsmedicales.fr › Eucaryotes › Animaux › Enantioselective formal synthesis of the...
questionsmedicales.fr › Eucaryotes › Animaux › Invertébrés › Porifera › Callyspongia › Enantioselective formal synthesis of the...
questionsmedicales.fr › Composés polycycliques › Composés macrocycliques › Polycétides › Macrolides › Enantioselective formal synthesis of the...
questionsmedicales.fr › Phénomènes chimiques › Phénomènes biochimiques › Conformation moléculaire › Enantioselective formal synthesis of the...
questionsmedicales.fr › Phénomènes chimiques › Phénomènes de chimie organique › Isomérie › Stéréoisomérie › Enantioselective formal synthesis of the...