Intramolecular Diels–Alder Approaches to the Decalin Core of Verongidolide: The Origin of the exo-Selectivity, a DFT Analysis

Author:

Maiga-Wandiam Baba1,Corbu Andrei1ORCID,Massiot Georges2,Sautel François3,Yu Peiyuan4ORCID,Lin Bernice Wan-Yi4,Houk Kendall N.4ORCID,Cossy Janine1

Affiliation:

1. Laboratoire de Chimie Organique, Institute of Chemistry, Biology and Innovation (CBI), ESPCI Paris, PSL Research University, CNRS, 10 rue Vauquelin, 75231 - Paris Cedex 05, France

2. Université de Reims Champagne-Ardenne, Institut de Chimie Moléculaire de Reims, CNRS, UFR des Sciences Exactes et Naturelles, Campus Sciences, Moulin de la Housse, 51687 - Reims Cedex 2, France

3. CNRS/Pierre Fabre USR 3388, Centre de Recherche et Développement Pierre Fabre, 3 avenue Hubert Curien, 31035 - Toulouse Cedex 01, France

4. Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90065, United States

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Reference38 articles.

1. Carletti, I.; Massiot, G. Macrolides Utiles Comme Agents Anticancereux. EP2951189 B1, 2014.

2. Superstolide A: a potent cytotoxic macrolide of a new type from the New Caledonian deep water marine sponge Neosiphonia superstes

3. A Novel Cytotoxic Macrolide, Superstolide B, Related to Superstolide A, from the New Caledonian Marine Sponge Neosiphonia superstes

4. Badertscher, M.; Bühlmann, P.; Pretsch, E. Structure Determination of Organic Compounds; Springer: Berlin, Heidelberg, 2009; pp 162–173.

5. Diastereoselective synthesis of the cis-octahydronaphthalene nucleus of superstolides A and B

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