Dioxirane ring synthesis

Section II covers the synthesis of the cyclic peroxides with medium ring size from 5 to 7. Section HI covers the synthesis of 1,2,4-trioxanes. Classification in sub-sections and sub-sub-sections is done according to the type of reaction by which the cyclic peroxide system is formed. Syntheses of dioxirans, 1,2-dioxetanes, trioxolanes (ozonides), tetrox-anes, and macrocyclic peroxides are not discussed in this review. 

Advances in the chemistry of ring-fused oxiranes during the period under review (1995-2007) principally involve new or expanded methods of asymmetric synthesis including metallosalen-catalyzed, and chiral dioxirane- and iminium salt-mediated processes. Developments in the reactivity of such species include extensive work in the area of epoxide ring opening and advances in the chemistry of lithiated epoxides. 

A chiral allylic alcohol (3-carbanion equivalent has also been developed which utilizes a DIPT-modified E)-y-(dimethylphenylsilyl)allylboronate reagent. This method involves treating the product homoallylic alcohol with Dimethyl-dioxirane and subjecting the derived epoxide to an acid-catalyzed Peterson elimination. This sequence has been applied in the synthesis of the trioxadecalin ring system of the mycalamides (eq 10). ... 

D Accolti, L. Fusco, C. Rella, M.R. Curci, R. Concerning synthesis of ring-A fluorinated anthracychnes. The dioxirane shunt. Synth. Commun. 2003, 33, 3009. 

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