The Catalytic Enantioselective Total Synthesis of (+)-Liphagal

Handle URI:
http://hdl.handle.net/10754/599884
Title:
The Catalytic Enantioselective Total Synthesis of (+)-Liphagal
Authors:
Day, Joshua J.; McFadden, Ryan M.; Virgil, Scott C.; Kolding, Helene; Alleva, Jennifer L.; Stoltz, Brian M.
Abstract:
Ring a ding: The meroterpenoid natural product (+)-liphagal has been synthesized enantioselectively in 19 steps from commercially available materials. The trans-homodecalin system was achieved by ring expansion followed by stereoselective hydrogenation. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Citation:
Day JJ, McFadden RM, Virgil SC, Kolding H, Alleva JL, et al. (2011) The Catalytic Enantioselective Total Synthesis of (+)-Liphagal. Angew Chem Int Ed 50: 6814–6818. Available: http://dx.doi.org/10.1002/anie.201101842.
Publisher:
Wiley-Blackwell
Journal:
Angewandte Chemie International Edition
KAUST Grant Number:
KUS-11-006-02
Issue Date:
10-Jun-2011
DOI:
10.1002/anie.201101842
PubMed ID:
21671325
PubMed Central ID:
PMC3361906
Type:
Article
ISSN:
1433-7851
Sponsors:
This publication is based on work supported by Award No. KUS-11-006-02, made by the King Abdullah University of Science and Technology (KAUST). We wish to thank the NIH-NIGMS (R01M080269-01), the Gordon and Betty Moore Foundation, Abbott, Amgen, Boehringer Ingelheim, and Caltech for generous funding. R.M.M. thanks Eli Lilly for a graduate fellowship. H.K. acknowledges the travelling scholarship of the Danish Technical University, the Jorcks foundation, and the Otto Mønsteds foundation for financial support. J.L.A. gratefully acknowledges the Amgen Foundation for funding through the Amgen Scholars program. We thank Prof. E. N. Jacobsen and Dr. S. J. Zuend for a kind donation of both (R)-t-leucine and their optimal Strecker catalyst.
Appears in Collections:
Publications Acknowledging KAUST Support

Full metadata record

DC FieldValue Language
dc.contributor.authorDay, Joshua J.en
dc.contributor.authorMcFadden, Ryan M.en
dc.contributor.authorVirgil, Scott C.en
dc.contributor.authorKolding, Heleneen
dc.contributor.authorAlleva, Jennifer L.en
dc.contributor.authorStoltz, Brian M.en
dc.date.accessioned2016-02-28T06:31:39Zen
dc.date.available2016-02-28T06:31:39Zen
dc.date.issued2011-06-10en
dc.identifier.citationDay JJ, McFadden RM, Virgil SC, Kolding H, Alleva JL, et al. (2011) The Catalytic Enantioselective Total Synthesis of (+)-Liphagal. Angew Chem Int Ed 50: 6814–6818. Available: http://dx.doi.org/10.1002/anie.201101842.en
dc.identifier.issn1433-7851en
dc.identifier.pmid21671325en
dc.identifier.doi10.1002/anie.201101842en
dc.identifier.urihttp://hdl.handle.net/10754/599884en
dc.description.abstractRing a ding: The meroterpenoid natural product (+)-liphagal has been synthesized enantioselectively in 19 steps from commercially available materials. The trans-homodecalin system was achieved by ring expansion followed by stereoselective hydrogenation. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.en
dc.description.sponsorshipThis publication is based on work supported by Award No. KUS-11-006-02, made by the King Abdullah University of Science and Technology (KAUST). We wish to thank the NIH-NIGMS (R01M080269-01), the Gordon and Betty Moore Foundation, Abbott, Amgen, Boehringer Ingelheim, and Caltech for generous funding. R.M.M. thanks Eli Lilly for a graduate fellowship. H.K. acknowledges the travelling scholarship of the Danish Technical University, the Jorcks foundation, and the Otto Mønsteds foundation for financial support. J.L.A. gratefully acknowledges the Amgen Foundation for funding through the Amgen Scholars program. We thank Prof. E. N. Jacobsen and Dr. S. J. Zuend for a kind donation of both (R)-t-leucine and their optimal Strecker catalyst.en
dc.publisherWiley-Blackwellen
dc.subjectarynesen
dc.subjectasymmetric catalysisen
dc.subjectnatural productsen
dc.subjectterpenoidsen
dc.subjecttotal synthesisen
dc.titleThe Catalytic Enantioselective Total Synthesis of (+)-Liphagalen
dc.typeArticleen
dc.identifier.journalAngewandte Chemie International Editionen
dc.identifier.pmcidPMC3361906en
dc.contributor.institutionThe Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering and The Caltech Center for Catalysis and Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, 1200 E. California Boulevard, MC 101-20, Pasadena, CA 91125, USA.en
kaust.grant.numberKUS-11-006-02en

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