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Synthesis 1986; 1986(5): 403-406
DOI: 10.1055/s-1986-31653
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Practical Synthesis of Some Versatile Chiral Building Blocks from (D)-Mannitol

Seiichi Takano* , Ayako Kurotaki, Michiyasu Takahashi, Kunio Ogasawara
  • *Pharmaceutical Institute, Tohoku University. Aobayama, Sendai 980, Japan
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Publikationsdatum:
27. September 2002 (online)

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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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