Regio- and stereoselective Baeyer–Villiger oxidation on (R)-(+)-camphor adducts

The synthesis and investigation of impurities found in Clandestine Laboratories: Baeyer–Villiger Route Part I; Synthesis of P2P from benzaldehyde and methyl ethyl ketone

“…Sodium perborate is an unusual reagent for a Baeyer-Villiger reaction but not unheard of [7,8]. Figure 9 shows a scheme of the Baeyer-Villiger reaction of 3 to yield ester 4 and subsequent hydrolysis of the ester to form P2P 5.…”

“…Since we had independently synthesised these compounds we were able to answer this question directly. The Baeyer-Villiger reaction was found to be unsuccessful on the by-products (8,9) from the aldol reaction even at higher temperatures (100˚C) with starting materials being isolated after treatment with glacial acetic acid / sodium perborate. Conjugated systems are known to be less reactive under BaeyerVilliger reaction conditions [9] which is presumably why 9 does not react since it contains extended conjugation.…”

Nano silica boron sulfuric acid as a dual Brønsted/Lewis acid and a heterogeneous catalyst in Baeyer–Villiger oxidation of ketones with hydrogen peroxide

“…The Baeyer-Villiger (B-V) oxidation reaction as a long-known versatile chemical transformation of ketones to either an ester or a lactone, has attracted great interest as a tool for the preparation of pharmaceuticals such as antibiotics and also compounds of fine chemicals, agrochemical and intermediate industries [1][2][3][4]. Many traditional oxidation processes are associated with the use of the organic peracids and also stoichiometric high-oxidation state transition metals [4,5].…”

“…Many traditional oxidation processes are associated with the use of the organic peracids and also stoichiometric high-oxidation state transition metals [4,5]. Although more than a century has gone by since the discovery of B-V oxidation, it still suffers from several disadvantages.…”

“…Hydrogen peroxide with a high content of oxygen (47 wt%) is a commercially available, inexpensive and environmentally benign reagent, which simplifies greatly the workup and, contrary to peracids, avoids the separation of the carboxylic acid salt as the by-product. It seems that hydrogen peroxide could be an ideal oxidant for developing a cleaner and more sustainable chemistry [4,15,16]. Nevertheless, hydrogen peroxide is one of the weakest oxidants of a wide range of the available peroxides and peracids used in B-V reaction [4,15].…”