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http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D307-93
filingDate 1985-02-12-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_f257e63f6f2ea4841148a14cac14be01
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_3062c15c22410c14d5c0cdb81a0aff5b
publicationDate 1985-09-04-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber EP-0153653-A1
titleOfInvention Process for preparing optically active 4-hydroxy-2-cyclipentenones
abstract A process for preparing an optically active 2-substituted or unsubstituted-4-hydroxy-2-cyclopentenone of the formula.n wherein R is a hydrogen atom, an allyl group or a propargyl group, which comprises reacting the corresponding 2- substituted or unsubstituted-4-hydroxy-2-cyclopentenone of the formula:n wherein R is defined above with a lactone chosen from (1R,5S)-6,6-Edimethyl-4-hydroxy-3-oxabicycto(3.1.0]hexan-2- one or (1S,5R)-6,6-dimethyl-4-hydroxy-3-oxabicyclo[3.1.0]-hexan-2-one in a molar ratio of 1.5 - 2 : 1 in the presence of p-toluenesulfonic acid or benzenesulfonic acid in the coexistence of an organic solvent under elimination of water as an azeotropic mixture with the organic solvent to obtain a reaction mixture comprising (1R,5S)-6,6-dimethyl-3-oxa-4(R)-[1(R)-4-oxo-2-substituted or unsubstituted-2-cyclo- pentenyloxy]bicyclo[3.1.0]hexan-2-one or (1S,5R)-6,6-dimethyl-3-oxa-4(S)-[1(S)-4-oxo-2-substituted or unsubstituted-2-cyclopentenyloxy]bicyclo[3.1.0]hexan-2-one of the formula:n n n wherein R is as defined above, of which either one isomer is contained in a considerably larger amount than the other isomer, separating the isomer having the larger content from the reaction mixture and hydrolyzing the separated isomer to give the optically active 2-substituted or unsubstituted-4-hydroxy-2-cyclopentenone.
isCitedBy http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-4683341-A
priorityDate 1984-02-14-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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