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Michael Adducts of Levoglucosenone with α-Ethoxycarbonyl- and α-Nitrocyclododecanones: Transformation into Chiral Macrolides.

Authors :
Faizullina, Liliya Kh.
Galimova, Yulia S.
Salikhov, Shamil M.
Valeev, Farid A.
Source :
Chemistry of Heterocyclic Compounds. 2020, Vol. 56 Issue 11, p1434-1439. 6p.
Publication Year :
2020

Abstract

Levoglucosenone reacted with α-ethoxycarbonyl- and α-nitrocyclododecanones, leading to the formation of diastereomeric Michael adducts in high yields. Methods were developed for the denitration of the respective nitroadducts by treatment with Raney nickel and Bu3SnH, allowing to optimize the synthesis of a 16-membered chiral macrolide. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
00093122
Volume :
56
Issue :
11
Database :
Academic Search Index
Journal :
Chemistry of Heterocyclic Compounds
Publication Type :
Academic Journal
Accession number :
147387921
Full Text :
https://doi.org/10.1007/s10593-020-02834-x