Optically isomeric inositol and process for making optically act

Details Optically isomeric inositol and process for making optically act Optically isomeric inositol and process for making optically act

1991-11-21

1993-04-13

Tsang, Cecilia

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549341, 549342, C07D31772

Patent

active

052024440

ABSTRACT:
Optically active diols and hydroxycarboxylic acids and their esters are produced by deriving 1L-1,2:5,6-di-O-cyclohexylidene-chiro-inositol from 1L-chiro-inositol as an asymmetric source, followed by introduction of a selected class of sterically hindering and asymmetrically reactive groups into the first-mentioned compound and by subsequent reduction of the resulting compound. Seven specific inositols are also derivable from synthesis of those ultimate compounds.

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S. J. Angyal et al. CA 56-6068g-6071a (1962).
Brown et al, JACS 1984, 106, 1531-1533.
Evans et al, JACS 1985, 107, 4346-4348.
Diastereoselective Reduction of .alpha.-Keto Esters Bearing Chiro-Inositol Derivatives as Chiral Auxiliaries, Takahiko Akiyama et al, Tetrahedron Letters, vol. 32, No. 10, pp. 1335-1338 (1991).
Diastereoselective Reduction of -Keto Amides Having, etc., Yasuhiro Kawanami et al, Chem. Lett., pp. 2021-2024 (1987).
Diastereoselective Reduction of a -Keto Amides Having, etc. Yasuhiro Kawanami et al., Bull Chem Soc., Japn. 62, p. 3598 (1989).
J. Am. Chem. Soc., 107 p. 4346 (1985).
J. Am. Chem. Soc., 106 p. 1531 (1984).
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