Process for inverting the configuration of secondary alcohols

Details Process for inverting the configuration of secondary alcohols Process for inverting the configuration of secondary alcohols

1986-03-11

1988-01-19

Chan, Nicky

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549444, 568906, 568904, 568886, 568834, 568832, 568823, 568 75, 2603972, 26039725, C07D31754, C07C 31135, C07C 31125

Patent

active

047205580

ABSTRACT:
Process for inverting the configuration of secondary alcohols in which the hydroxyl group is attached to an asymmetric carbon atom, in accordance with which the secondary alcohols are esterified, with inversion of their configuration, by conversion into isourea ethers and reaction of these isourea ethers with carboxylic acids, and the esters are then saponified with retention of the configuration of the secondary alcohols.

REFERENCES:
Synthesis 1981, pp. 1-3.
Ann. Chem. 1974, 821.
Journal of the American Chemical Society, 96, 5876, 1974.
J. Org. Chem. 1981, 46, 4321-4323.
Tetrahedron Letters No. 32, pp. 3265-3268, 1972.
Tetrahedron Letters No. 37, pp. 3183-3186, 1975.
Synthesis 1980, pp. 292-295.
Synthesis 1979, pp. 561-565.
Angew. Chem. 78, 483 (1966).
J. March, Advanced Organic Chemistry, 2, pp. 276-279.

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