13199-54-7Relevant articles and documents
Enantiocomplementary chemoenzymatic asymmetric synthesis of (R)- And (S)-chromanemethanol
Fuchs, Michael,Simeo, Yolanda,Ueberbacher, Barbara T.,Mautner, Barbara,Netscher, Thomas,Faber, Kurt
experimental part, p. 833 - 840 (2009/07/05)
A non-lipase-based, enantiocomplementary chemoenzymatic route towards enantiopure (R)- and (S)-chromane-methanol (12), which are the key building blocks for the synthesis of stereoisomerically pure α-tocopherols, has been achieved by the biocatalytic reso
Oxidative Dealkylation of Hydroquinone Ethers with Nitrogen Dioxide in the Convenient Preparation of Quinones
Rathore, Rajendra,Bosch, Eric,Kochi, Jay K.
, p. 1157 - 1166 (2007/10/02)
Various Hydroquinone dialkyl ethers (R2Q) are effectively converted by nitrogen dioxide into the corresponding quinone (Q) and alkyl nitrite (RONO) in dichloromethane at room temperature or below.The preparative procedure for the isolation of crystalline quinones in quantitative yield merely involves the convenient removal of the low boiling solvent in vacuo.Isotopic labelling studies demonstrate that the oxidative dealkylation proceeds via alkoxy scission of the labile cation radical (R2Q-cation radical) formed via the oxidation of the hydroquinone ether by nitrogen dioxide ( as the disproportionated ion pair NO+NO3-).The electron-transfer mechanism is confirmed by the spectral observation of R2Q-cation radical (identified by the isolation of the crystalline salt R2Q-cation radical-SbCl6-) and its rapid conversion into quinone and alkyl nitrite by combination with nitrate (NO3-) and nitric oxide (NO).
Repetitive Diels-Alder Reactions for the Growth of Linear Polyacenequinoid Derivatives
Thomas, Alan D.,Miller, Larry L.
, p. 4160 - 4169 (2007/10/02)
Starting from 2,3,5,6-tetramethylidene-7-oxanorbornane, repetitive quinone Diels-Alder/oxidation reactions produced a series of epoxypolyacenequinones with up to eleven linearly annulated rings.Epoxide ring opening-oxidation gave polyacenequinones with se