A REMARKABLY FACILE AND STEREOCHEMICALLY CONTROLLED FRAGMENTATION REACTION IN THE HYGROLIDE GROUP OF MACROLIDE ANTIBIOTICS

Authors
HANESSIAN S TEHIM A MENG QC GRANBERG K
Citation
S. Hanessian et al., A REMARKABLY FACILE AND STEREOCHEMICALLY CONTROLLED FRAGMENTATION REACTION IN THE HYGROLIDE GROUP OF MACROLIDE ANTIBIOTICS, Tetrahedron letters, 37(50), 1996, pp. 9001-9004
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
50
Year of publication
1996
Pages
9001 - 9004
Database
ISI
SICI code
0040-4039(1996)37:50<9001:ARFASC>2.0.ZU;2-L
Abstract
Treatment of bafilomycin A(1) and isobafilomycin A(1) with triphenylph osphine and diethylazodicarboxylate under Mitsunobu conditions led to a fragmentation of the sugar-like ring to give the corresponding olefi nic eater. The structure of the product from bafilomycin A(1) was conf irmed by single crystal X-ray analysis and by H-1 NMR. Copyright (C) 1 996 Elsevier Science Ltd