Modified lithium aluminum hydrides

Details Modified lithium aluminum hydrides Modified lithium aluminum hydrides

1981-02-25

1982-07-06

Waltz, Thomas A.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

568630, C07F 506

Patent

active

043382550

ABSTRACT:
Novel modified lithium aluminum hydride type reducing agents obtained by reacting one equivalent of lithium aluminum hydride with one equivalent of an optically active N-substituted ephedrine of the formula, ##STR1## (wherein R.sub.1 is a C.sub.1 -C.sub.4 alkyl group or benzyl group, and Ph is phenyl group)
and two equivalents of an N-substituted aniline of the formula, ##STR2## (wherein R.sub.2 is C.sub.1 -C.sub.4 alkyl group or phenyl group, and Ph is phenyl group).
This reducing agent is usable for reducing the organic compounds having a carbonyl group (ketone group or aldehyde group) in their structure into the corresponding alcohols. It is particularly useful as a reducing agent for asymmetrically reducing the unsymmetrical ketones to selectively produce either an alcohol in which the asymmetric carbon atom bonded to the hydroxy group is in R-configuration or an alcohol in which said asymmetric carbon atom is in S-configuration.

REFERENCES:
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patent: 4284581 (1981-08-01), Noyori
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Chemistry Letters, 783-784, (1979).
Bull. Chem. Soc. Japan, vol. 51, 1869-1873, (1978).
Heterocycles, vol. 12, No. 4, 499-502, (1979).
J. Am. Chem. Soc., vol. 101, 3129-3131, 5843-5844 (1979).

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