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Exploration of an epoxidation–ring-opening strategy for the synthesis of lyconadin A and discovery of an unexpected Payne rearrangement

In the context of synthetic efforts targeting the alkaloid lyconadin A, scalemic epoxide 25 was prepared by a highly stereoselective sequence involving a Myers alkylation and a Shi epoxidation. Ring-opening of this epoxide with a vinylcopper complex afforded alcohol 26 instead of the expected produc...

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Detalhes bibliográficos
Main Authors: Loertscher, Brad M, Zhang, Yu, Castle, Steven L
Formato: Artigo
Idioma:Inglês
Publicado em: Beilstein-Institut 2013
Assuntos:
Acesso em linha:https://ncbi.nlm.nih.gov/pmc/articles/PMC3701374/
https://ncbi.nlm.nih.gov/pubmed/23843911
https://ncbi.nlm.nih.govhttp://dx.doi.org/10.3762/bjoc.9.132
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