1,1-Dihydroperoxycyclododecane.

Mild and Efficient Strontium Chloride Hexahydrate-Catalyzed Conversion of Ketones and Aldehydes into Corresponding gem- Dihydroperoxides by Aqueous H2O2

“…These compounds have also recently been utilized as effective reagents in: (i) oxidation of various compounds [ 14 ] such as sulfides [ 15 ], (ii) enantioselective oxidation of 2-substituted 1,4-naphthoquinones [ 16 ], and (iii) as initiators in polymerization reactions [ 17 , 18 ]. It is also remarkable that gem -dihydroperoxides are relevant to peroxidic antimalarial drugs [ 2 , 19 , 20 , 21 , 22 , 23 ] possessing the gem -peroxy linkage as a salient structural feature [ 23 , 24 , 25 , 26 ] in common with many well-known antimalarial cyclic organic peroxides [ 1 , 2 , 27 , 28 , 29 , 30 , 31 , 32 , 33 , 34 , 35 ]. Most of the documented protocols for the synthesis of gem -dihydroperoxides in the literature suffer from significant drawbacks such as the use of strong acidic media, concentrated H 2 O 2 and low yields [ 1 ].…”

An Efficient Synthesis of gem‐Dihydroperoxides with Molecular Oxygen and Anthracene under Light Irradiation

“…[7] Generally, gem-dihydroperoxides can be synthesized from carbonyl compounds or their derivative with hydrogen peroxide in the presence of catalysts such as acids, heavy metals and iodine. [8] Also we have recently reported the convenient catalyst-free synthesis of gem-dihydroperoxides from ketones and aldehydes with hydrogen peroxide in dimethoxyethane. [9] Hydrogen peroxide is an excellent oxidant due to its production of water as the only byproduct in oxidation reactions; however, attention is required for handling due to its corrosive and explosive properties.…”

Reactivity features of cyclododecanone

“…Cyclododecanone 1 was efficiently converted into the corresponding gem-dihydroperoxide 14 in high yield within a short period of time on treatment with aqueous H 2 O 2 in the presence of catalytic amount of CAN in acetonitrile at room temperature. [43][44][45] While, treatment of 1 with H 2 O 2 in fluorinated alcohol (HFIP) afforded the corresponding anti-malarial agent tetraoxane derivative 29 in 55% yield (Scheme 7…”