Preparation of cyanomethyl esters

Organic compounds -- part of the class 532-570 series – Organic compounds – Nitriles

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546301, 558407, 558444, C07C12152, C07C12175, C07D21364

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active

045826463

ABSTRACT:
Stereoisomerically-enriched cyanomethyl esters are prepared by treating a non-symmetrical ketene with a racemic or optically-active alpha-hydroxynitrile in the absence of a catalyst or in the presence of an achiral tertiary amine catalyst.

REFERENCES:
March, Advanced Organic Chemistry, Reactions, Machanisms and Structure, Second Edition, pp. 97, 103 and 104, McGraw-Hill Pub. 1977.
Pracejus et al., Chem. Abstracts, vol. 58,(12), Abst. No. 12479f (1963).
Organic Reactions, pp. 124-127; R. Adams, editor, John Wiley & Sons, Inc., New York, N.Y. (1946).
Oku, J. et al., J.C.S. Chem. Comm., pp. 229-230 (1981).
Oku, J. et al., Makromol. Chem. 183, pp. 579-586 (1982).
Oku, J., Kagaku Kogyo, 32(11), pp. 1134-1136 (62-64), Nov. 1981 and translation.
Roberts, John D. et al., "Basic Principles of Organic Chemistry" (1965), W. A. Benjamin, Inc., New York, N.Y., pp. 600-601.

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