Published May 29, 2006
| Accepted Version
Journal Article
Open
Dimerization of (+)-myrmicarin 215B. A potential biomimetic approach to complex myrmicarin alkaloids
- Creators
- Ondrus, Alison E.
- Movassaghi, Mohammad
Chicago
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Abstract
The acid promoted diastereoselective dimerization of myrmicarin 215B is described. The reactivity of these sensitive alkaloids, structural assignment, and a possible mechanism for the observed dimerization is discussed. These finding raise the intriguing possibility of the synthesis of the highly sensitive myrmicarin alkaloids based on a strategy involving the direct dimerization of functional tricyclic myrmicarin derivatives.
Additional Information
Ⓒ 2006 Elsevier Ltd. Received 19 December 2005; revised 27 December 2005; accepted 3 January 2006. M.M. is a Dale F. and Betty Ann Frey Damon Runyon Scholar supported by the Damon Runyon Cancer Research Foundation (DRS-39-04). M.M. is a Firmenich Assistant Professor of Chemistry. 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 (EB-002026). The MIT-DCIF is supported in part by NSF (CHE-9808061 and DBI-9729592) and NIH (1S10RR13886-01). We are grateful for the financial support by the American Chemical Society PRF (40631G1), MIT, Amgen Inc., and NIHNIGMS (GM074825).Attached Files
Accepted Version - nihms-153580.pdf
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Additional details
- PMCID
- PMC2904612
- Eprint ID
- 81060
- Resolver ID
- CaltechAUTHORS:20170901-085936823
- Damon Runyon Cancer Research Foundation
- DRS-39-04
- Novartis
- NIH
- EB-002026
- NSF
- CHE-9808061
- NSF
- DBI-9729592
- NIH
- 1S10RR13886-01
- American Chemical Society Petroleum Research Fund
- 40631G1
- Massachusetts Institute of Technology (MIT)
- Amgen
- NIH
- GM074825
- MIT-Harvard Center for Magnetic Resonance
- Created
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2017-09-01Created from EPrint's datestamp field
- Updated
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2021-11-15Created from EPrint's last_modified field