The Catalytic Enantioselective Total Synthesis of (+)-Liphagal

Joshua J. Day; Ryan M. McFadden; Scott C. Virgil; Helene Kolding; Jennifer L. Alleva; Brian M. Stoltz

doi:10.1002/anie.201101842

The Catalytic Enantioselective Total Synthesis of (+)-Liphagal

Joshua J. Day, Ryan M. McFadden, Scott C. Virgil, Helene Kolding, Jennifer L. Alleva, Brian M. Stoltz

Research output: Contribution to journal › Article › peer-review

68 Scopus citations

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.

Original language	English (US)
Pages (from-to)	6814-6818
Number of pages	5
Journal	Angewandte Chemie International Edition
Volume	50
Issue number	30
DOIs	https://doi.org/10.1002/anie.201101842
State	Published - Jun 10 2011
Externally published	Yes

Bibliographical note

KAUST Repository Item: Exported on 2020-10-01
Acknowledged KAUST grant number(s): KUS-11-006-02
Acknowledgements: 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.
This publication acknowledges KAUST support, but has no KAUST affiliated authors.

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title = "The Catalytic Enantioselective Total Synthesis of (+)-Liphagal",

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 {\textcopyright} 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.",

author = "Day, {Joshua J.} and McFadden, {Ryan M.} and Virgil, {Scott C.} and Helene Kolding and Alleva, {Jennifer L.} and Stoltz, {Brian M.}",

note = "KAUST Repository Item: Exported on 2020-10-01 Acknowledged KAUST grant number(s): KUS-11-006-02 Acknowledgements: 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 M{\o}nsteds 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. This publication acknowledges KAUST support, but has no KAUST affiliated authors.",

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The Catalytic Enantioselective Total Synthesis of (+)-Liphagal

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