Published July 18, 2011 | Version Supplemental Material + Accepted Version
Journal Article Open

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.

Additional Information

© 2011 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. Received: March 15, 2011; Article first published online: 10 June 2011. 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.

Attached Files

Accepted Version - nihms377541.pdf

Supplemental Material - anie_201101842_sm_miscellaneous_information.pdf

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Additional details

Identifiers

PMCID
PMC3361906
Eprint ID
24168
Resolver ID
CaltechAUTHORS:20110622-115436125

Funding

King Abdullah University of Science and Technology (KAUST)
KUS-11- 006-02
NIH
R01M080269-01
Gordon and Betty Moore Foundation
Abbott
Amgen
Boehringer Ingelheim
Caltech
Eli Lilly
Danish Technical University
Jorcks foundation
Otto Mønsteds Foundation
AmGen Scholars Program

Dates

Created
2011-07-19
Created from EPrint's datestamp field
Updated
2021-11-09
Created from EPrint's last_modified field