BIOSYNTHETIC GENERATION OF THE SPECIES-SPECIFIC CHIRALITY OF LIMONENEIN MENTHA-SPICATA AND CITRUS-UNSHIU

Authors
HIRAGA Y SHI WX ITO DI OHTA S SUGA T
Citation
Y. Hiraga et al., BIOSYNTHETIC GENERATION OF THE SPECIES-SPECIFIC CHIRALITY OF LIMONENEIN MENTHA-SPICATA AND CITRUS-UNSHIU, Journal of the Chemical Society, Chemical Communications, (17), 1993, pp. 1370-1372
Citations number
11
Categorie Soggetti
Chemistry
Journal title
Journal of the Chemical Society, Chemical Communications → ACNP
ISSN journal
00224936
Issue
17
Year of publication
1993
Pages
1370 - 1372
Database
ISI
SICI code
0022-4936(1993):17<1370:BGOTSC>2.0.ZU;2-N
Abstract
The biosynthetic generation of the species-specific chirality at C-4 o f (4S)-(-)-and (4R)-(+)-limonenesin Mentha spicata and Citrus unshiu, respectively, is ascribed to the enantiomeric endo-spatial arrangement of linalyl cation intermediates which are both formed by the (2Re,3Si )-face elimination of the diphosphoryl group with respect to the 2(3)- double bond of geranyl diphosphate.