CYCLOPENTADIENES AS CHIRAL TEMPLATES .4. AN EASY ACCESS TO (S)-HYDROXYCYCLOHEXENONE AND (R)-HYDROXYCYCLOHEXENONE

The Diels-Alder adduct obtained by addition of quinone to the chiral cyclopentadiene 2 undergoes regioselective and stereoselective reduction after hydrogenation. The 4-hydroxy ketone 3 thus formed yields the title compound 1 in a thermal retro Diels-Alder process.

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Bibliographic Details
Published inChemische Berichte Vol. 124; no. 7; pp. 1677 - 1678
Main Authors BRUNJES, R, TILSTAM, U, WINTERFELDT, E
Format Journal Article
LanguageEnglish
Published DEERFIELD BEACH Wiley 01.07.1991
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
DIELS-ALDER REACTIONS
QUINONE ADDUCTS
PURE
CYCLOPENTADIENES, CHIRAL
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Summary:The Diels-Alder adduct obtained by addition of quinone to the chiral cyclopentadiene 2 undergoes regioselective and stereoselective reduction after hydrogenation. The 4-hydroxy ketone 3 thus formed yields the title compound 1 in a thermal retro Diels-Alder process.
ISSN:0009-2940
DOI:10.1002/cber.19911240732