CaltechAUTHORS
Published June 26, 2010 | Version Accepted Version
Journal Article Open

Dimerization of functional pyrroloindolizines for the synthesis of complex myrmicarin alkaloids

Creators

  • 1. ROR icon Massachusetts Institute of Technology

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.

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).

Attached Files

Accepted Version - nihms204531.pdf

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Additional details

Identifiers

PMCID
PMC2925304
Eprint ID
81075
Resolver ID
CaltechAUTHORS:20170901-124531966

Funding

NIH
GM074825
NIH
GM074825
Alfred P. Sloan Foundation
Camille and Henry Dreyfus Foundation
Novartis
NIH
EB-002026
MIT-Harvard Center for Magnetic Resonance

Dates

Created
2017-09-01
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Updated
2022-04-25
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