Processes for stereospecifically preparing chiral 2-substituted-

Details Processes for stereospecifically preparing chiral 2-substituted- Processes for stereospecifically preparing chiral 2-substituted-

1974-06-12

1976-07-06

Gerstl, Robert

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

195 30, 260286Q, 2604105, 2604109R, 260413, 260456R, 260456P, 260468D, 260476R, 260488R, 260514D, 260514K, C07C 5100, C07C 6138

Patent

active

039681416

ABSTRACT:
A method for stereospecifically preparing chiral 2-substituted-4-hydroxy-2-cyclopenten-1-one which comprises asymmetrically reducing 2-substituted cyclopentane-1,3,4-trione to the corresponding 2-substituted-4(R)-hydroxy-cyclopentane-1,3-dione, enolizing the said dione to obtain the enol ester or enol ether configuration, reducing the enol ester or ether and recovering the desired compound. The chiral 2-substituted-4-hydroxy-2-cyclopenten-1-one are key intermediates in the preparation of prostaglandins.

REFERENCES:
patent: 3773622 (1973-11-01), Sih
Pappo et al., Tet. Letters, 2627 (1972).

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