SYNTHESIS OF (E)-2,6-DIMETHYL-6-HYDROXYOCTA-2,7-DIENOIC ACID AND THE CORRESPONDING AMIDE (ACACIALACTAM) IN OPTICALLY-ACTIVE FORM

Authors
CARDA M MURGA J GONZALEZ F MARCO JA
Citation
M. Carda et al., SYNTHESIS OF (E)-2,6-DIMETHYL-6-HYDROXYOCTA-2,7-DIENOIC ACID AND THE CORRESPONDING AMIDE (ACACIALACTAM) IN OPTICALLY-ACTIVE FORM, Tetrahedron, 51(9), 1995, pp. 2755-2762
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
51
Issue
9
Year of publication
1995
Pages
2755 - 2762
Database
ISI
SICI code
0040-4020(1995)51:9<2755:SO(AAT>2.0.ZU;2-3
Abstract
The total synthesis of the title compounds in optically active form fr om geraniol as the starting material is described. The physical and sp ectral properties of the synthetic amide are identical with those of t he natural compound acacialactam, this fact confirming that the struct ure proposed for the latter compound is not correct. The configuration of the single stereogenic carbon atom in the natural amide is shown t o be S.