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Site-Selective Mono-Oxidation of 1,2-Bis(boronates).

ABSTRACT: Site-selective oxidation of vicinal bis(boronates) is accomplished through the use of trimethylamine N-oxide in 1-butanol solvent. The reaction occurs with good efficiency and selectivity across a range of substrates, providing 2-hydro-1-boronic esters which are shown to be versatile intermediates in the synthesis of chiral building blocks.

SUBMITTER: Yan L 

PROVIDER: S-EPMC7054898 | biostudies-literature | 2019 May

REPOSITORIES: biostudies-literature

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Site-Selective Mono-Oxidation of 1,2-Bis(boronates).

Yan Lu L   Morken James P JP  

Organic letters 20190508 10

Site-selective oxidation of vicinal bis(boronates) is accomplished through the use of trimethylamine N-oxide in 1-butanol solvent. The reaction occurs with good efficiency and selectivity across a range of substrates, providing 2-hydro-1-boronic esters which are shown to be versatile intermediates in the synthesis of chiral building blocks. ...[more]

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