56576-02-4Relevant academic research and scientific papers
Total synthesis of (+)-lyconadin A and related compounds via oxidative C-N bond formation
West, Scott P.,Bisai, Alakesh,Lim, Andrew D.,Narayan, Raja R.,Sarpong, Richmond
scheme or table, p. 11187 - 11194 (2009/12/06)
The formation of carbon-nitrogen (C-N) bonds is a fundamental bond construction in organic synthesis and is indispensable for the synthesis of alkaloid natural products. In the context of the synthesis of the architecturally complex Lycopodium alkaloid lyconadin A, we have discovered a highly efficient oxidative C-N bond forming reaction that relies on the union of a nitrogen anion and a carbon anion. Empirical evidence amassed during our synthetic studies suggests that the mechanism of the C-N bond forming process encompasses polar as well as radical processes. Herein, we present our study of this novel C-N bond forming reaction and its application to the enantioselective total synthesis of lyconadin A and related derivatives.
2-Oxo-cyclopenta[b]furan-5α-carboxylic acid esters
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, (2008/06/13)
Process for synthesizing the lactone, (dl) 3,3a beta-4,5,6,6a beta-hexahydro-4beta(3-hydroxyl-1-trans-octenyl)-5alpha-hydroxy-2-oxo-2H-cyclopenta[b]furan, a known intermediate for producing prostaglandin E2 and F2α and a p
