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Mechanistic and Computational Studies of Exocyclic Stereocontrol in the Synthesis of Bryostatin-like cis-2,6-Disubstituted-4-Alkylidene Tetrahydropyrans by Prins Cyclization

The Prins cyclization of syn-β-hydroxy allylsilanes and aldehydes gives cis-2,6-disubstituted 4-alkylidene tetrahydropyrans as sole products in excellent yields regardless of the aldehyde (R”) or syn-β-hydroxy allylsilane substituent (R’) used. By reversing the R” and R’ groups, complementary exocyc...

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Detalhes bibliográficos
Main Authors: Ogawa, Yasuyuki, Painter, Phillip P., Tantillo, Dean J., Wender, Paul A.
Formato: Artigo
Idioma:Inglês
Publicado em: 2012
Assuntos:
Acesso em linha:https://ncbi.nlm.nih.gov/pmc/articles/PMC3537866/
https://ncbi.nlm.nih.gov/pubmed/23121542
https://ncbi.nlm.nih.govhttp://dx.doi.org/10.1021/jo301953h
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