Stereocontrolled Synthesis of Petrosterol

DOI: 10.1016/S0040-4039(00)98161-9

Source and publish data:

Tetrahedron Letters p. 3239 - 3242 (1985)

Update date:2022-07-30

Topics:

Authors:

Fujimoto, Yoshinori

Ohhana, Mitsunori

Terasawa, Takeshi

Ikekawa, Nobuo

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Article abstract of DOI:10.1016/S0040-4039(00)98161-9

Petrosterol (1), a cyclopropane-containing C29 marine sterol, has been synthesiyed in a stereocontrolled manner which involves <2,3>-Wittig rearrangement of the propargyl ether (3) yielding the acetylene alcohol (4) with the required C-24, 25 stereochemistry.

Full text of DOI:10.1016/S0040-4039(00)98161-9

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Product name:(8S,9S,14S,17R)-10,13-Dimethyl-17-[(1R,4R)-1-methyl-4-((1R,2R)-2-methyl-cyclopropyl)-pentyl]-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol

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