Abstrakti
We describe here a four-step semisynthetic method for the preparation of enantiomerically pure (-)-enterolactone starting from the readily available lignan hydroxymatairesinol from Norway spruce (Picea abies). Hydroxymatairesinol was first hydrogenated to matairesinol. Matairesinol was esterified to afford the matairesinyl 4,4'-bistriflate, which was deoxygenated by palladium-catalyzed reduction to 3,3'-dimethylenterolactone. Demethylation of 3,3'-dimethylenterolactone and reduction with LiAlH4 yielded (-)-enterolactone and (-)-enterodiol, respectively.
Alkuperäiskieli | Ei tiedossa |
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Sivut | 491–493 |
Sivumäärä | 3 |
Julkaisu | Organic Letters |
Vuosikerta | 5 |
Numero | 4 |
DOI - pysyväislinkit | |
Tila | Julkaistu - 2003 |
OKM-julkaisutyyppi | A1 Julkaistu artikkeli, soviteltu |