Reduction of 2,5-diketogluconic acid

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters

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2605011, 26050115, 562577, 549315, C07C 69716

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active

043373500

ABSTRACT:
The novel stereoselective and regioselective alkali metal borohydride reduction of 2,5-diketogluconic acid, alkyl esters or salts thereof to form 2-ketogulonic acid together with lesser amounts of 2-ketogluconic acid is disclosed. The 2-ketogulonic acid is readily converted to ascorbic acid.

REFERENCES:
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Wakisaka, Agr. Biol. Chem., 28, 819 (1964).
Katznelson et al., J. Biol. Chem., 204, 43 (1953).
Barnaerts et al., Antonie van Leeuwenhoeck, 37, 185 (1971).
Ogawa et al., Carbohydrate Research, vol. 51, 1976.
Wagner et al., Synthetic Org. Chem., pp. 261-262, 1965.

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