69821-05-2Relevant academic research and scientific papers
SUBSTITUTED-p-QUINONE DERIVATIVES FOR TREATMENT OF OXIDATIVE STRESS DISEASES
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Paragraph 0170; 0195, (2018/10/15)
Methods of treating or suppressing oxidative stress diseases including mitochondrial diseases, impaired energy processing disorders, neurodegenerative diseases and diseases of aging are disclosed, as well as compounds useful in the methods of the invention, such as 2-substituted-p-quinone derivatives as disclosed herein.
Highly stereoselective construction of the C2 stereocentre of α-tocopherol (Vitamin E) by asymmetric addition of Grignard reagents to ketones
Bieszczad, Bartosz,Gilheany, Declan G.
, p. 6483 - 6492 (2017/08/16)
Tertiary alcohol precursors of both C2 diastereoisomers of α-tocopherol were prepared in three ways by our recently reported asymmetric Grignard synthesis. The versatility of Grignard chemistry inherent in its three-way disconnection was exploited to allow the synthesis of three product grades: 77:23 dr (5 steps), 81:19 dr (5 steps) and 96:4 dr (7 steps, one gram scale) from readily available and abundant starting materials. The products were converted to their respective α-tocopherols in 3 steps, which allowed a definitive re-assignment of their absolute configurations.
QUINONE BASED NITRIC OXIDE DONATING COMPOUNDS
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Page/Page column 34, (2015/11/18)
The present invention relates to nitric oxide donor compounds having a quinone based structure, to processes for their preparation and to their use in the treatment and/or prophylaxis of glaucoma and ocular hypertension.
Total synthesis of (R, R, R)-γ-tocopherol through cu-catalyzed asymmetric 1,2-addition
Wu, Zhongtao,Harutyunyan, Syuzanna R.,Minnaard, Adriaan J.
supporting information, p. 14250 - 14255 (2015/03/18)
Based on the asymmetric copper-catalyzed 1,2-addition of Grignard reagents to ketones, (R, R, R)-γ-tocopherol has been synthesized in 36% yield over 12 steps (longest linear sequence). The chiral center in the chroman ring was constructed with 73% ee by the 1,2-addition of a phytol-derived Grignard reagent to an a-bromo enone prepared from 2,3-dimethylquinone.
A new synthetic route to (S)-chroman aldehyde, a key chiral precursor of vitamin E
Mikoshiba,Mikami,Nakai
, p. 989 - 990 (2007/10/03)
A highly stereocontrolled synthetic route to (S)-chroman aldehyde has been developed which starts with trimethyl-p-hydroquinone and (R)-glycerladehyde acetonide and employs as key steps the Michael addition of the aromatic copper species onto the (R)-4-acryloyl-1,3-dioxolane followed by the highly diastereoselective methylation of the resulting ketone adduct.
Electroorganic Synthesis, 58. Synthesis of Substituted Benzoquinones and their Use for Mediated Electrochemical Conversions
Riering, Helmut,Schaefer, Hans J.
, p. 859 - 874 (2007/10/02)
Hydroxy- (1a-3a) and hydroxyalkyl-substituted benzoquinones (6a-8a, 27a), suited to be immobilized by esterification with polyacrylic acid, are prepared.Their cathodic reduction potential Ep,c (1) correlates linearly with their substituent constant.The cathodic reduction of dioxygen and the palladium(II)-catalyzed anodic oxidation of alkenes are mediated by the benzoquinones 7b, 8b and 27b, respectively. - Key Words: Benzoquinones, substituted / Cyclic voltammetry / Cathodic dioxygen reduction, mediated / Anodic Wacker oxidation, mediated
