ON THE DIASTEREOSELECTIVITY OF THE 1,2-REDUCTION OF 2-ALKYL-4-HYDROXYCYCLOPENTENANES WITH SODIUM-BOROHYDRIDE IN THE PRESENCE OF CERIUM(III)- SYNTHESIS OF PROSTAGLANDIN PRECURSORS

Authors
BARROS MT ALVES CM SANTOS AG GODINHO LS MAYCOCK CD
Citation
Mt. Barros et al., ON THE DIASTEREOSELECTIVITY OF THE 1,2-REDUCTION OF 2-ALKYL-4-HYDROXYCYCLOPENTENANES WITH SODIUM-BOROHYDRIDE IN THE PRESENCE OF CERIUM(III)- SYNTHESIS OF PROSTAGLANDIN PRECURSORS, Tetrahedron letters, 36(13), 1995, pp. 2321-2324
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
13
Year of publication
1995
Pages
2321 - 2324
Database
ISI
SICI code
0040-4039(1995)36:13<2321:OTDOT1>2.0.ZU;2-4
Abstract
During studies related to the elaboration of prostaglandin precursors we have reduced the ketonic carbonyl group of a number of optically ac tive 2-substituted-4-hydroxy-2-cyclopentenone esters and ethers using sodium borohydride and cerium trichloride under various conditions. Hi gh diastereoselectivity is achieved only with some 4-substituents.