115589-65-6Relevant academic research and scientific papers
Synthesis of racemic and enantiomerically enriched α- oxyfunctionalized benzocyclanones and chromanones by dimethyldioxirane and dimethyldioxirane/Mn(III) salen system
Patonay, Tamas,Jeko, Jozsef,Kiss-Szikszai, Attila,Levai, Albert
, p. 743 - 756 (2007/10/03)
Enolacetates of benzocyclanones and chromanones were synthesized and treated with dimethyldioxirane and the asymmetric oxidizing system dimethyldioxirane/chiral, non-racemic Mn(III) salen complex/axial ligand. The latter reagent resulted in the corresponding enantiomerically enriched cyclic α-hydroxy ketones and their acetates in moderate-to-good yields and modest enantioselectivity under mild and neutral conditions from tetralone and chromanone. On the contrary, flavanone provided poor yields due to the competitive C-H insertion at position 2. The use of R,R-Mn(III)salen catalyst induced an S absolute configuration at the position α in the whole series. Springer-Verlag 2004.
Hypervalent Iodine Oxidation of Flavanone. Synthesis of cis- and trans-3-Hydroxyflavanones
Moriarty, Robert M.,Prakash, Om
, p. 151 - 153 (2007/10/02)
The synthesis of cis-3-hydroxyflavanone (3a) from flavanone (1) via acid-catalyzed hydrolysis of dimethyl acetal 4 formed by C6H5I(OAc)2-KOH/CH3OH oxidation is described.Unger more vigrous hydrolytic conditions isomerization accompanies hydrolysis of 4 wi
