ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
(2 S, 4′R, 8′R)-α-Tocopherol with unnatural configuration at C-2 is prepared by oxidation of natural, so called d-α-tocopherol (I), which has the (2R, 4′R, 8′R)-configuration, to α-tocopherylquinone (II), followed by recyclization of the corresponding α-tocopherylhydroquinone (III). Experiments showed that the configuration of carbon atom 2 of natural α-tocopherol is retained during the ferric chloride oxidation (I →II) and is predominantly inverted by zinc chloride cyclization of α-tocopherylhydroquinone (III).
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19630460134
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