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This work is supported by the NIH-NIGMS (R01-GM67659) and Merck. A portion of this work was performed in the Department of Chemistry, University of Illinois, Urbana, IL 61801 (USA).
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Communication
Synthetic Access to the Chlorocyclopentane Cores of the Proposed Original and Revised Structures of Palau′amine†
Article first published online: 24 JUL 2008
DOI: 10.1002/anie.200801969
Copyright © 2008 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Bultman, Michael S., Ma, J. and Gin, David Y. (2008), Synthetic Access to the Chlorocyclopentane Cores of the Proposed Original and Revised Structures of Palau′amine. Angew. Chem. Int. Ed., 47: 6821–6824. doi: 10.1002/anie.200801969
- †
Publication History
- Issue published online: 20 AUG 2008
- Article first published online: 24 JUL 2008
- Manuscript Received: 26 APR 2008
Funded by
- NIH-NIGMS. Grant Number: R01-GM67659
- Merck
Keywords:
- alkaloids;
- Diels–Alder reaction;
- sigmatropic rearrangement;
- total synthesis
Core knowledge: The synthesis of the functionalized cores of both the originally proposed and revised structures of palau′amine have been achieved (see structures). A Diels–Alder/[3,3]-sigmatropic rearrangement sequence and a Beckmann rearrangement enable the stereocontrolled formation of the highly congested cores.