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  • O-TBS-N-tosylhydroxylamine: a reagent for facile conversion of alcohols to oximes.

O-TBS-N-tosylhydroxylamine: a reagent for facile conversion of alcohols to oximes.

Organic letters (2008-05-01)
Katsushi Kitahara, Tatsuya Toma, Jun Shimokawa, Tohru Fukuyama
ABSTRACT

A variety of oximes were synthesized from the corresponding alcohols, alkyl halides, or alkyl sulfonates without using external oxidants. With this simple two-step procedure involving substitution with readily available TsNHOTBS and subsequent treatment with CsF, a range of oximes were prepared including the ones hardly preparable with conventional procedures.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Cesium fluoride, purum p.a., ≥98.0%
Sigma-Aldrich
Cesium fluoride, 99.9% trace metals basis
Sigma-Aldrich
Cesium fluoride, 99.99% trace metals basis
Sigma-Aldrich
Cesium fluoride, 99%
Sigma-Aldrich
Cesium fluoride, BioUltra, ≥99.0% (F)