4316-69-2Relevant academic research and scientific papers
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).
Solid state redox chemistry of hydroquinones and quinones
Morey,Saa
, p. 105 - 112 (2007/10/02)
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.
