Structure and conformational analysis of spiroketals from 6-O-methyl-9(E)-hydroxyiminoerythronolide A

Structure and conformational analysis of spiroketals from 6-O-methyl-9(E)-hydroxyiminoerythronolide A

Three novel spiroketals were prepared by a one-pot transformation of 6-O-methyl-9(E)-hydroxyiminoerythronolide A. We present the formation of a [4.5]spiroketal moiety within the macrolide lactone ring, but also the unexpected formation of a 10-C=11-C double bond and spontaneous change of stereochemi...

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Bibliographic Details
Main Authors: Ana Čikoš, Irena Ćaleta, Dinko Žiher, Mark B. Vine, Ivaylo J. Elenkov, Marko Dukši, Dubravka Gembarovski, Marina Ilijaš, Snježana Dragojević, Ivica Malnar, Sulejman Alihodžić
Format: Article
Language:English
Published: Beilstein-Institut 2015-08-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
configuration
conformation
6-O-methyl-9(E)-hydroxyiminoerythronolide A
reaction mechanism
spiroketal
Online Access:https://doi.org/10.3762/bjoc.11.157

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