Method for producing optically active 2-cyclopenten-4-one-1-ol e

Details Method for producing optically active 2-cyclopenten-4-one-1-ol e Method for producing optically active 2-cyclopenten-4-one-1-ol e

1986-08-04

1991-08-20

Garner, Vivian

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

Organic compounds

Carboxylic acid esters

260408, 260410, 560220, 560228, 560231, 568807, 568808, 568809, C07C 6700, C07C 69013, C07C 69708, C07C 3338

Patent

active

050416200

ABSTRACT:
A method for producing an optically active 2-cyclopenten-4-one-1-ol ester useful as an intermediate for medicines, agricultural chemicals and represented by the general formula (I), ##STR1## wherein R represents a saturated or unsaturated aliphatic hydrocarbon residue which may or may not be substituted with a halogen atom, and a mark * represents an asymmetric carbon,
which comprises bringing a 2-cyclopenten-4-one-1-ol ester represented by the general formula ##STR2## wherein R represents a saturated or unsaturated aliphatic hydrocarbon residue which may or may not be substituted with a halogen atom, into contact with an optically active 1,6-diphenyl-2,4-hexadiyne-1,6-diol derivative represented by the general formula (II), ##STR3## wherein R' represents a halogenated phenyl, lower alkylphenyl, naphthyl or tertiary lower alkyl group, and a mark * represents an asymmetric carbon,
in an organic solvent to obtain an optically active cyclopentenone ester complex which is a bound product of the optically active 2-cyclopenten-4-one-1-ol ester represented by the foregoing general formula (I) with the optically active 1,6-diphenyl-2,4-hexadiyne-1,6-diol derivative represented by the foregoing general formula (II), and then decomposing the resulting optically active cyclopentenone ester complex.

REFERENCES:
patent: 4132726 (1979-01-01), Kurozumi et al.
patent: 4229592 (1980-10-01), Mitscher et al.
patent: 4571436 (1986-02-01), Umemura et al.

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