Synthesis p. 403 - 406 (1986)
Update date:2022-07-29
Topics:
Takano, Seiichi
Kurotaki, Ayako
Takahashi, Michiyasu
Ogasawara, Kunio
The three chiral building blocks ethyl 4,5-O-isopropylidene-(E)-(S)-4,5-dihydroxy-2-pentenoate <1,3-dioxolane derivative (E)-(S)-1a>, (S)-5-hydroxy-4-pentanolide <(S)-2a>, and (S)-5-hydroxy-2-penten-4-olide <(S)-3a> are conveniently prepared from 1,2:5,6-di-O-isopropylidene-D-mannitol (4) via a glycol cleavage and Horner-Emmons reaction sequence.
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