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  • Title: Total synthesis of the beta-catenin inhibitor, (-)-agelastatin A: a second-generation approach based on radical aminobromination.
    Author: Yoshimitsu T, Ino T, Futamura N, Kamon T, Tanaka T.
    Journal: Org Lett; 2009 Aug 06; 11(15):3402-5. PubMed ID: 19588910.
    Abstract:
    The second-generation approach to (-)-agelastatin A has been established. The present strategy features the FeBr(2)-mediated radical cyclization of 2-cyclopentenyloxycarbonyl azide that allows for the stereoselective installation of a cis-vicinal aminobromo functionality suitable for producing the BCD-ring system of agelastatin A. The aminobromination method streamlines access to oxazolidinone, a key intermediate in the previously reported synthesis, thereby culminating in the new total synthesis of (-)-agelastatin A.
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