DOI: 10.1039/A702910A
(Paper)
Reference Section for: Chem. Commun., 1997, 1399-1400
Lipase–triethylamine-mediated dynamic transesterification of a tricyclic acyloin having a latent meso-structure: a new route to optically pure oxodicyclopentadiene
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Takahiko Taniguchi and Kunio Ogasawara
Abstract
The racemic tricyclic acyloin (±)-endo-3-hydroxytricyclo[4.2.1.02,5]non-7-en -4-one has been dynamically resolved via the transient formation of the meso-enediol isomer under lipase–triethylamine-mediated kinetic transesterification conditions to give the single chiral acetate (-)-endo-3-acetoxytricyclo[4.2.1.02,5]non-7-en- 4-one, serving as a precursor of (-)-oxodicyclopentadiene, in excellent optical and chemical yields.
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