4316-68-1Relevant academic research and scientific papers
Solid state redox chemistry of hydroquinones and quinones
Morey,Saa
, p. 105 - 112 (1993)
Solid state ceric ammonium nitrate (CAN) oxidation of hydroquinones to the corresponding quinones, gives best results when operating with ultrasonic irradiation. Nitrogen dioxide plays a key role in these 'solid-solid' oxidations. The oxidation of hydroquinones to quinones can also be achieved in a unique 'solid-solid-solid' reaction, i.e., by using a limited amount of CAN in the presence of a full equivalent of a solid cooxidant such as KBrO3. Reduction of quinones with sodium dithionite in the solid state gives rise to the corresponding highly colored quinhydrones and, eventually, to hydroquinones.
Reagent directing group controlled organic synthesis: Total synthesis of (R,R,R,)-α-tocopherol
Rein, Christian,Demel, Peter,Outten, Robert A.,Netscher, Thomas,Breit, Bernhard
, p. 8670 - 8673 (2008/09/18)
(Chemical Equation Presented) The direct approach: The efficient use of substrate control has served as the basis for the enantioselective total synthesis of (R,R,R)-α-tocopherol. A single reagent directing group (ortho-diphenylphosphanyl benzoate, o-DPPB) served to control the stereoselectivity of a rhodium-catalyzed hydroformylation reaction and the directed allylic substitution as the fragment-coupling step (see picture).
