Practical Synthesis of Some Versatile Chiral Building Blocks from (D)-Mannitol

DOI: 10.1055/s-1986-31653

Source and publish data:

Synthesis p. 403 - 406 (1986)

Update date:2022-07-29

Topics:

Authors:

Takano, Seiichi

Kurotaki, Ayako

Takahashi, Michiyasu

Ogasawara, Kunio

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Article abstract of DOI:10.1055/s-1986-31653

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.

Full text of DOI:10.1055/s-1986-31653

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