Preparation of optically-active alpha-substituted carboxylic est

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

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560 1, 560 9, 560109, 560152, 560179, 560205, 560231, 562496, 568301, C07C 6976

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active

045298106

ABSTRACT:
Optically-active alpha-substituted carboxylic esters are prepared by treating a non-symmetrical ketene with an alcohol in the presence of an optically-active amine catalyst. Hydrolysis of the resulting esters, yields the optically-active acid corresponding to the non-symmetrical ketene.

REFERENCES:
CA, 58:12479f, (1963).
Organic Reactions, 1946, pp. 124-127, R. Adams, editor; John Wiley & Sons, Inc., N.Y.
Pracejus, Ann. Chem., 1960, 634, pp. 9-22.
Pracejus et al., Ann. Chem., 1969, 722, pp. 1-11.
Jahme et al., Tetrahedron Letters, 1982, 23 (39), pp. 4011-4014.
Salz et al., Tetrahedron Letters, 1982, 23 (39), pp. 4017-4020.
Jahme et al., Angew. Chem. Int. Ed. Engl., 1981, 20 (10), pp. 885-887.

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