FRAGMENTATIONS AND REARRANGEMENTS OF 22-HYDROXYL SUBSTITUTED MILBEMYCINS - SYNTHESIS OF A KEY LACTONE INTERMEDIATE

Authors
BAKER GH DORGAN RJJ HUSSAIN N MACAULAY GS MORGAN DO
Citation
Gh. Baker et al., FRAGMENTATIONS AND REARRANGEMENTS OF 22-HYDROXYL SUBSTITUTED MILBEMYCINS - SYNTHESIS OF A KEY LACTONE INTERMEDIATE, Tetrahedron letters, 35(15), 1994, pp. 2377-2380
Citations number
4
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
15
Year of publication
1994
Pages
2377 - 2380
Database
ISI
SICI code
0040-4039(1994)35:15<2377:FARO2S>2.0.ZU;2-G
Abstract
Beckmann fragmentation of 22-oximino milbemycins resulted in the cleav age of the C21-C22 bond to produce a key lactone intermediate which ca n be used to synthesise new spiroacetals. Cleavage of the C21-025 bond and recyclisation to produce a furyl derivative is also described.