Catalyst for asymmetric induction

Details Catalyst for asymmetric induction Catalyst for asymmetric induction

1992-03-12

1994-02-22

Garvin, Patrick P.

Catalyst, solid sorbent, or support therefor: product or process

Catalyst or precursor therefor

Organic compound containing

502171, B01J 3100

Patent

active

052886824

ABSTRACT:
Optically active cyanohydrins are prepared by addition of hydrogen cyanide to aldehydes in the presence of catalysts which comprise the dipeptide derivative represented by the formula ##STR1## wherein R.sup.1 represents an isopropyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a methyl group, a benzyl group or a phenyl group, R.sup.2 represents a benzyl group, an indol-3-ylmethyl group, an isopropyl group, an isobutyl group or a phenyl group, R.sup.3 represents a lower alkoxy group, a hydroxy group or a mono- or di-lower alkylamino group, R.sup.4 represents a hydrogen atom, or R.sup.2 and R.sup.4 are bonded together at their terminals to form a CH.sub.2 CH.sub.2 CH.sub.2 group, R.sup.5, R.sup.6, R.sup.7 and R.sup.8 are the same or different, and each represents a hydrogen atom, a halogen atom, a lower alkyl group or a lower alkoxy group or R.sup.5 and R.sup.6, R.sup.6 and R.sup.7, or R.sup.7 and R.sup.8 are bonded together at their terminals to form CH.dbd.CH--CH.dbd.CH or OCH.sub.2 O, and * denotes an absolute configuration of S or R, and a titanium (IV) alkoxide.

REFERENCES:
patent: 5118665 (1992-06-01), Pickart
Chemical Abstracts, vol. 115, No. 23, Dec. 9, 1991, Columbus, Ohio, US; abstract No. 255754j, A. Mori et al: `Peptide-metal complex as an asymmetric catalyst . . . ` p. 820; col. 2; abstract & Tetrahedron Lett. vol. 32, No. 34, 1991, pp. 4333-4336.
Chemical Abstracts, vol. 97, No. 5, Aug. 2, 1982, Columbus, Ohio, US; abstract No. 39355x, J. Oku et al; `Asymmetric cyanohydrin synthesis catalyzed by synthestic dipeptides` p. 618; col. 2; abstract & Makromol. Chem. vol. 183, No. 3, 1982, pp. 579-586.
J. Org. Chem., 1990, 55, 181-185.
J. Chem. Soc. Chem. Commun., 1990, 1364-1365.
J. Am. Chem. Soc., 1962, 84, 2417-2420.

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