Convergent Access to Bis-spiroacetals through a Sila-Stetter–Ketalization Cascade | Zendy

Jessica LabarreLaine | Zendy; Rédouane Beniazza | Zendy; Valérie Desvergnes | Zendy; Yannick Landais | Zendy

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Convergent Access to Bis-spiroacetals through a Sila-Stetter–Ketalization Cascade

Author(s) -

Jessica LabarreLaine,

Rédouane Beniazza,

Valérie Desvergnes,

Yannick Landais

Publication year - 2013

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/ol402017x

Subject(s) - chemistry , silyl ether , silylation , ether , sequence (biology) , catalysis , cascade , organic chemistry , computational chemistry , stereochemistry , biochemistry , chromatography

An NHC-catalyzed sila-Stetter reaction between aliphatic acylsilanes and vinylketones bearing silyl ether substituents affords functionalized 1,4-diketones, which upon treatment under acidic conditions leads to the corresponding bis-spiroacetals. The two-step sequence may also be carried out in a one-pot operation leading to high yields of the desired bis-spiroacetals.

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