A FORMAL SYNTHESIS OF CASTANOSPERMINE USING AN OLEFIN METATHESIS CYCLIZATION REACTION AS A KEY STEP

Citation
Hs. Overkleeft et Uk. Pandit, A FORMAL SYNTHESIS OF CASTANOSPERMINE USING AN OLEFIN METATHESIS CYCLIZATION REACTION AS A KEY STEP, Tetrahedron letters, 37(4), 1996, pp. 547-550
Citations number
24
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
37
Issue
4
Year of publication
1996
Pages
547 - 550
Database
ISI
SICI code
0040-4039(1996)37:4<547:AFSOCU>2.0.ZU;2-8
Abstract
The formal synthesis of castanospermine (1) starting from tetrabenylgl uconolactam (3) is described. Olefin metathesis cyclisation reaction o f dialkene 9, derived from 3, leads to indolizidinone 10, which can be used as a key intermediate for the synthesis of castanospermine (1) a nd its analogues.