Chirality Transfer in the Palladium(0)-Catalyzed Cyclization of 3-Oxo-8,9-dihydroxytetradeca-1,6-diene Derivatives into 2-Methylenecyclopentanones

DOI: 10.1016/S0040-4039(00)76900-0

Source and publish data:

Tetrahedron Letters p. 3333 - 3336 (1994)

Update date:2022-08-04

Topics:

Authors:

Togashi, Kazuhiko

Terakado, Masahiko

Miyazawa, Masahiro

Yamamoto, Keiji

Takahashi, Takashi

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Article abstract of DOI:10.1016/S0040-4039(00)76900-0

Pd(0)-catalyzed cyclization of four diastereomeric 3-oxo-8,9-dihydroxytetradeca-1,6-diene derivatives were carried out to give 2-methylenecyclopentanones with stereospecific 1,3-chirality transfer in up to 95percent overall inversion of stereochemistry, one of which contains a correct ω-side chain to be Stork's intermidiate for prostaglandins.

Full text of DOI:10.1016/S0040-4039(00)76900-0

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