Total Synthesis of (6S, 1'S, 2, R)-6-(1', 2, -Dihydroxypentyl)-4-methoxy-5, 6-dihydropyrane-2-one (LL-P880/J) and Its C6-Epimer, a Fungal Metabolite from Penicillium sp.
1990 年 54 巻 9 号 p. 2401-2405
詳細
1990 年 54 巻 9 号 p. 2401-2405
A fungal metabolite, (6S, 1'S, 2'R)-6-(1', 2'-dihydroxypentyl)-4-methoxy-5, 6-dihydropyrane-2-one (LL-P88β, I), and its C6-epimer (II) were synthesized by the chiron approach. The key intermediate, (2S, 3R)-2, 3-dihydroxyhexanal derivative (3), was prepared from D-glucose as a chiral building block and reacted with the dianion of ethyl acetoacetate to complete the formal syntheses of I and II.
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