PARTIAL SYNTHESIS OF [1-BETA,2-ALPHA,17,17-D-4]GIBBERELLIN A(1)

Authors
FUCHS P PORZEL A SCHNEIDER G
Citation
P. Fuchs et al., PARTIAL SYNTHESIS OF [1-BETA,2-ALPHA,17,17-D-4]GIBBERELLIN A(1), Journal fur praktische Chemie, Chemiker-Zeitung, 339(5), 1997, pp. 448-452
Citations number
6
Categorie Soggetti
Chemistry,"Chemistry Applied
Journal title
Journal fur praktische Chemie, Chemiker-Zeitung → ACNP
ISSN journal
09411216
Volume
339
Issue
5
Year of publication
1997
Pages
448 - 452
Database
ISI
SICI code
0941-1216(1997)339:5<448:PSO[A>2.0.ZU;2-O
Abstract
An efficient route for an alternative synthesis of gibberellin A(1) fr om gibberellin A(3) is described. Based on iodolactonisation the metho d provides access to gibberellin A(1) labeled by deuterium with both h igh incorporation of the isotope and high stereoselectivity at the pos itions 1 beta and 2 alpha. The additional deuterium labeling at C-17 w as introduced via the corresponding 16-norketone resulting in [1 beta, 2 alpha,17,17-D-4] gibberellin A(1).