Welcome to the new version of CaltechAUTHORS. Login is currently restricted to library staff. If you notice any issues, please email coda@library.caltech.edu
Published May 29, 2006 | Accepted Version
Journal Article Open

Dimerization of (+)-myrmicarin 215B. A potential biomimetic approach to complex myrmicarin alkaloids

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

Files

nihms-153580.pdf
Files (742.1 kB)
Name Size Download all
md5:0d080ccb95ba5973b60206ac2fb185d5
742.1 kB Preview Download

Additional details

Created:
August 19, 2023
Modified:
October 17, 2023