Synthesis of ascomycin and FK 506 derivatives with modified effector domain

Authors
Nussbaumer, P Grassberger, MA Schulz, G
Citation
P. Nussbaumer et al., Synthesis of ascomycin and FK 506 derivatives with modified effector domain, TETRAHEDR L, 40(20), 1999, pp. 3869-3872
Citations number
9
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
20
Year of publication
1999
Pages
3869 - 3872
Database
ISI
SICI code
0040-4039(19990514)40:20<3869:SOAAF5>2.0.ZU;2-5
Abstract
Oxidation of the 22-hydrazone of ascomycin using manganese dioxide generate s bt situ the reactive 22-diazo intermediate, which decomposes to give asco mycin analogues with modified effector region. In dichloromethane several p roducts are obtained, whereas in methanol a cyclopropane derivative is gene rated as the main product starting from the hydrazone of both ascomycin and FK 506. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.