STEREOCONTROLLED ENTRY TO NEGAMYCIN FROM D-GLUCOSE

Authors
SOCHA D JURCZAK M CHMIELEWSKI M
Citation
D. Socha et al., STEREOCONTROLLED ENTRY TO NEGAMYCIN FROM D-GLUCOSE, Tetrahedron letters, 36(1), 1995, pp. 135-138
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
1
Year of publication
1995
Pages
135 - 138
Database
ISI
SICI code
0040-4039(1995)36:1<135:SETNFD>2.0.ZU;2-M
Abstract
Conjugate addition-rearrangement of N-benzylhydroxy-lamine to lactone 6 provides isoxazolidin-5-one 7 which was in turn mesylated at the hyd roxy group and subjected to the next skeleton rearrangement to afford 3,5-disubstituted isoxazolidine 10. Standard transformation of 10 gave negamycin lactone 4.