Toward the stereoselective synthesis of zaragozic acid framework: A desilylation-aldol reaction approach

Authors

Yudhi D. Kurniawan, Kellie L. Tuck, Sergio Castillón, Andrea J. Robinson

Published Tetrahedron Letters
Graphical abstract 1-s2.0-S0040403921007814-ga1_lrg
Abstract

A convergent synthesis of the C3-C8 fragment of zaragozic acids is described. The key reactions include desilylation-aldol reaction, rearrangement induced by regioselective reductive cleavage, BAIB/TEMPO-Pinnick oxidation, esterification, silylation, and hydrogenolysis.

Citation

B. Zhang, B. H. Fraser, M. A. Klenner, Z. Chen, S. H. Liang, M Massi, A. J. Robinson, G. Pascali, “[ 18 F]Ethenesulfonyl Fluoride as a Practical Radiofluoride Relay Reagent”, Chemistry – A European Journal, 2019, 25(32), 7613-7617

Pdf  
Doi

https://doi.org/10.1016/j.tetlet.2021.153493

Keywords

Zaragozic acids
Desilylation-aldol reaction
Regioselective reductive cleavage
BAIB/TEMPO-Pinnick oxidation
Hydrogenolysis

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