CHIRALITY TRANSFER IN THE PALLADIUM(0)-CATALYZED CYCLIZATION OF 3-OXO-8,9-DIHYDROXYTETRADECA-1,6-DIENE DERIVATIVES INTO 2-METHYLENECYCLOPENTANONES

Authors
TOGASHI K TERAKADO M MIYAZAWA M YAMAMOTO K TAKAHASHI T
Citation
K. Togashi et al., CHIRALITY TRANSFER IN THE PALLADIUM(0)-CATALYZED CYCLIZATION OF 3-OXO-8,9-DIHYDROXYTETRADECA-1,6-DIENE DERIVATIVES INTO 2-METHYLENECYCLOPENTANONES, Tetrahedron letters, 35(20), 1994, pp. 3333-3336
Citations number
20
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
20
Year of publication
1994
Pages
3333 - 3336
Database
ISI
SICI code
0040-4039(1994)35:20<3333:CTITPC>2.0.ZU;2-8
Abstract
Pd(O)-catalyzed cyclizations of four diastereomeric 3-oxo-8,9-dihydrox ytetradeca-1,6-diene derivatives were carried out to give 2-methylenec yclopentanones with stereospecific 1,3-chirality transfer in up to 95% overall inversion of stereochemistry, one of which contains a correct pi-side chain to be the Stork's intermediate for prostaglandins.