The Baeyer−Villiger Reaction:  New Developments toward Greener Procedures

Enzymatic Baeyer–Villiger oxidation of steroids with cyclopentadecanone monooxygenase

“…Its versatility is well established inasmuch (i) different types of carbonyl compounds such as aldehydes, ketones and cyclic ketones can be oxidized, (ii) the presence of other functional groups is well tolerated and (iii) the regiochemistry is usually predictable [1]. Commonly, the reaction is performed with expensive and/or hazardous peracids and a large amount of waste is produced.…”

Efficient Baeyer-Villiger electro-oxidation of ketones with molecular oxygen using an activated carbon fiber electrode in ionic liquid [bmim][OTf]

“…Various types of aryl, aliphatic, and naphthenic ketones can be successfully electro-oxidated to the corresponding esters and lactones with molecular oxygen (Table 3, entries [1][2][3][4][5][6][7][8][9][10][11][12][13][14][15][16][17][18][19][20], whereas the aryl ketones were less reactive, higher reaction constant current and longer reaction time were needed to reach good to excellent yields (Table 3, entries [1][2][3][4][5][6][7][8][9][10][11][12]. Various functionalities such as alkyl, alkoxy, bromo, trifluoromethyl, acetyl and nitro groups can tolerate the reaction.…”

“…Up to now, many publications in the open literature have been found in synthesis of these types of compounds, and a well known method for such a synthesis constitutes the Baeyer-Villiger oxidation of ketones [3,4]. Traditional methods for performing such a transformation generally involve the use of stoichiometric amount of the strongest oxidizing reagents (e.g., trifluoroperacetic acid, peroxyacetic acid, and perbenzoic acid) [5][6][7][8], and suffer from considerable drawbacks such as low yield, harsh or delicate reaction condition, and a large amount of waste by-products.…”

Trifuoroperacetic acid in consecutive Criegee rearrangement and carboxonium ions generation

“…Numerous reviews described the synthetic and mechanistic aspects of the Baeyer-Villiger reaction 2,3,17,18 and Criegee rearrangement, 9,12,19 but none have focused their attention on the consecutive Criegee rearrangement (Scheme 2). Research activity during the last ten years, however, has led to new synthetic applications of consecutive Criegee rearrangements that certainly warrant the need of the present review.…”