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Synthesis of chiral α-(tetrazol-1-yl)-substituted carboxylic acids

Danil Petrovich Zarezin 1
Danil Petrovich Zarezin
, 
Olga I Shmatova 1
Olga I Shmatova
, 
Valentin Georgievich Nenajdenko 1
Valentin Georgievich Nenajdenko
10.1016/j.mencom.2018.07.007
Published 2018-06-29
Communication , Volume 28, Issue 4, 364-365
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Zarezin D. P., Shmatova O. I., Nenajdenko V. G. Synthesis of chiral α-(tetrazol-1-yl)-substituted carboxylic acids // Mendeleev Communications. 2018. Vol. 28. No. 4. pp. 364-365.
GOST all authors (up to 50) Copy
Zarezin D. P., Shmatova O. I., Nenajdenko V. G. Synthesis of chiral α-(tetrazol-1-yl)-substituted carboxylic acids // Mendeleev Communications. 2018. Vol. 28. No. 4. pp. 364-365.
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TY - JOUR
DO - 10.1016/j.mencom.2018.07.007
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2018.07.007
TI - Synthesis of chiral α-(tetrazol-1-yl)-substituted carboxylic acids
T2 - Mendeleev Communications
AU - Zarezin, Danil Petrovich
AU - Shmatova, Olga I
AU - Nenajdenko, Valentin Georgievich
PY - 2018
DA - 2018/06/29
PB - Mendeleev Communications
SP - 364-365
IS - 4
VL - 28
ER -
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@article{2018_Zarezin,
author = {Danil Petrovich Zarezin and Olga I Shmatova and Valentin Georgievich Nenajdenko},
title = {Synthesis of chiral α-(tetrazol-1-yl)-substituted carboxylic acids},
journal = {Mendeleev Communications},
year = {2018},
volume = {28},
publisher = {Mendeleev Communications},
month = {Jun},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2018.07.007},
number = {4},
pages = {364--365},
doi = {10.1016/j.mencom.2018.07.007}
}
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Zarezin, Danil Petrovich, et al. “Synthesis of chiral α-(tetrazol-1-yl)-substituted carboxylic acids.” Mendeleev Communications, vol. 28, no. 4, Jun. 2018, pp. 364-365. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2018.07.007.

Abstract

Optically active α-(tetrazol-1-yl)-substituted carboxylic acid OBO-esters were synthesized from the corresponding a-isocyano OBO-esters and trimethylsilyl azide in up to 92% yield. Subsequent acidic hydrolysis proceeds without epimerization and makes it possible to prepare enantiomerically pure α-(tetrazol-1-yl)-substituted carboxylic acids in up to 89% yield.

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