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Literature DB >> 23214715

Intercepting the Breslow intermediate via Claisen rearrangement: synthesis of complex tertiary alcohols without organometallic reagents.

Sefat Alwarsh¹, Kolawole Ayinuola, Silvana S Dormi, Matthias C McIntosh.

Abstract

A novel Claisen rearrangement in which the Breslow intermediate is engaged as a hydroxy-substituted N,S-ketene acetal to provide complex 3° alcohols without the use of organometallic reagents is reported. The reaction constitutes an unprecedented reactivity mode for the Breslow intermediate.

Entities: Chemical Disease Gene

Mesh：

Substances：

Year: 2012 PMID： 23214715 PMCID： PMC3572745 DOI： 10.1021/ol303053c

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

30 in total

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