Chiral cyclopentene derivatives and their preparation

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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C07D307935

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058409238

ABSTRACT:
An optically-purified enantiomer of the lactone obtained by biotransformation. It is a useful synthon in the preparation of an enantiomer of 3-hydroxymethyl-2-hydroxycyclopentene that can be used to prepare carbocyclic nucleosides as a desired enantiomer.

REFERENCES:
Grieco et al., "Total Synthesis of (.+-.)-Sesbanimide A and B", Journal Of The Chemical Society, Chemical Communications, No. 4, pp. 368-370, published Feb. 15, 1992.
Lubineau et al., "Hetero Diels-Alder Reaction In Water. Synthesis of .alpha.-Hydroxy-.gamma.-Lactones", Tetrahedron Letters, vol. 32, No. 51, pp. 7529-7530, published Dec. 16, 1991.
Saville-Stones et al., "Synthesis Of (.+-.)-2'3'-Didehydro-2'3'-dideoxy Nucleosides via a Modified Prins Reaction And Palladium(o) Catalysed Coupling", J. Chem. Soc. Perkin Trans. 1, No. 10, pp. 2603-2604, published Oct. 1991. Chemische Berichte, vol. 109, pp. 444-454, published 1976.
Mac Keith et al, "J. Chem. Soc. Perkin Trans. I," pp. 313-314, 1993.

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