A SYNTHETIC APPROACH TOWARDS OCTALACTIN-A, BASED ON THE STEREOSELECTIVE REDUCTION OF ALPHA,BETA-UNSATURATED KETONES

Authors
BACH J BERENGUER R GARCIA J VILARRASA J
Citation
J. Bach et al., A SYNTHETIC APPROACH TOWARDS OCTALACTIN-A, BASED ON THE STEREOSELECTIVE REDUCTION OF ALPHA,BETA-UNSATURATED KETONES, Tetrahedron letters, 36(19), 1995, pp. 3425-3428
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
19
Year of publication
1995
Pages
3425 - 3428
Database
ISI
SICI code
0040-4039(1995)36:19<3425:ASATOB>2.0.ZU;2-W
Abstract
An efficient enantioselective synthesis of the C3-C9 fragment of Octal actin A and studies aimed at the conversion of Octalactin B into Octal actin A are described, which are based on the borane-mediated reductio n of alpha,beta-unsaturated ketones catalysed by B-methyl-4,5,5-triphe nyl-1,3,2-oxazaborolidines (9). A comparative study of the reduction o f 2-methylnon-1-en-3-one (10) -a model of the Octalactin-A C3-C9 moiet y- with different chiral reagents has also been performed.