91418-95-0Relevant articles and documents
Asymmetric Grignard Synthesis of Tertiary Alcohols through Rational Ligand Design
Bieszczad, Bartosz,Gilheany, Declan G.
supporting information, p. 4272 - 4276 (2017/04/03)
A simple, general and practical method is reported for highly enantioselective construction of tertiary alcohols through the direct addition of organomagnesium reagents to ketones. Discovered by rational ligand design based on a mechanistic hypothesis, it has an unprecedented broad scope. It utilizes a new type of chiral tridentate diamine/phenol ligand that is easily removed from the reaction mixture. It is exemplified by application to a formal asymmetric synthesis (>95:5 d.r.) of vitamin E.
Towards a modern definition of vitamin e - Evidence for a quinone hypothesis
Shrader, William D.,Amagata, Akiko,Barnes, Adam,Hinman, Andrew,Jankowski, Orion,Lee, Edgar,Kheifets, Viktoria,Komatsuzaki, Ryo,Mollard, Paul,Murase, Katsuyuki,Rioux, Patrice,Wesson, Kieron,Miller, Guy
, p. 391 - 395 (2012/03/11)
We report on the synthesis, biological and pharmacological activity of the tocoquinone natural product, α-tocopherol quinone (ATQ); an oxidative metabolite of α-tocopherol. ATQ is a potent cellular protectant against oxidative stress, whose biological activity is dependent upon its ability to undergo reversible two-electron redox cycling. ATQ is orally bioavailable, with a favorable pharmacokinetic profile and has demonstrated a beneficial clinical response in patients with Friedreich's ataxia. ATQ is a member of a broader class of vitamin E derived quinone metabolites which may be ascribable in whole or in part to the activity of vitamin E.
Hydroquinone derivatives useful in the production of vitamin E
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, (2008/06/13)
The present invention is directed to novel hydroquinone derivatives which are useful as intermediates for the manufacture of (R,R,R)-α-tocopherol (natural vitamin E) as well as of racemic α-tocopherol. The invention is also directed to a process for the preparation of the hydroquinone derivatives of the invention.