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Dimerization of functional pyrroloindolizines for the synthesis of complex myrmicarin alkaloids

Ondrus, Alison E. and Ümit Kaniskan, H. and Movassaghi, Mohammad (2010) Dimerization of functional pyrroloindolizines for the synthesis of complex myrmicarin alkaloids. Tetrahedron, 66 (26). pp. 4784-4795. ISSN 0040-4020. PMCID PMC2925304. https://resolver.caltech.edu/CaltechAUTHORS:20170901-124531966

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Abstract

The union of functionalized pyrroloindolizines for the synthesis of heterodimeric products relevant to myrmicarin alkaloids is described. Design and synthesis of tricyclic substrates and new methods for their union enable the investigation of late-stage cyclopentannulation strategies. The rapid assembly of dimeric structures using unique modes of pyrroloindolizine reactivity presents a concise approach to the dimeric myrmicarins and relevant derivatives.


Item Type:Article
Related URLs:
URLURL TypeDescription
https://doi.org/10.1016/j.tet.2010.04.006DOIArticle
http://www.sciencedirect.com.clsproxy.library.caltech.edu/science/article/pii/S0040402010005363PublisherArticle
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2925304/PubMed CentralArticle
Additional Information:© 2010 Elsevier Ltd. Received 16 January 2010. Received in revised form 31 March 2010. Accepted 1 April 2010. We are grateful for financial support by NIH-NIGMS (GM074825) and the corresponding ARRA Supplement. M.M. is an Alfred P. Sloan Research Fellow and a Camille Dreyfus TeacherScholar. A.E.O. acknowledges a Novartis Graduate Fellowship. We thank Professor Robert G. Griffin and Dr. Tony Bielecki for use of a high-field instrument at the MIT-Harvard Center for Magnetic Resonance (EB002026). We thank Dr. Li Li for obtaining mass spectrometric data at the Department of Chemistry’s Instrumentation Facility (MIT).
Funders:
Funding AgencyGrant Number
NIHGM074825
NIHGM074825
Alfred P. Sloan FoundationUNSPECIFIED
Camille and Henry Dreyfus FoundationUNSPECIFIED
NovartisUNSPECIFIED
NIHEB-002026
MIT-Harvard Center for Magnetic ResonanceUNSPECIFIED
Issue or Number:26
PubMed Central ID:PMC2925304
Record Number:CaltechAUTHORS:20170901-124531966
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20170901-124531966
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:81075
Collection:CaltechAUTHORS
Deposited By: Donna Wrublewski
Deposited On:01 Sep 2017 20:08
Last Modified:03 Oct 2019 18:38

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