caa a22 4500 445876522 CHVBK 20180317145529.0 cr unu---uuuuu 170323e20110701xx s 000 0 eng 10.1007/s10593-011-0782-4 doi (NATIONALLICENCE)springer-10.1007/s10593-011-0782-4 Regio- and stereodirection of addition of tetrazole to α,β-acetylenic γ-hydroxy nitrile: synthesis of 1- and 2-( Z )-(2-cyanoethenyl- 1-hydroxyalkyl)tetrazoles [Elektronische Daten] [O. Shemyakina, A. Mal'kina, A. Albanov, B. Trofimov] Using the example of the reaction of tetrazole with 4-hydroxy-4-methyl-2-pentynonitrile, conditions were found under which (Z)-4-hydroxy-4-methyl-3-(1H-tetrazol-1-yl)2-pentenonitrile was formed by regio- and stereoselective addition at atom N(1) of tetrazole (yield 85%, selectivity 95%). Springer Science+Business Media, Inc., 2011 acetylenic hydroxy nitriles nationallicence isomers nationallicence tetrazole nationallicence nucleophilic addition nationallicence regioselectivity nationallicence Shemyakina O. A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Science, 1 Favorsky St., 664033, Irkutsk, Russia aut Mal'kina A. A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Science, 1 Favorsky St., 664033, Irkutsk, Russia aut Albanov A. A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Science, 1 Favorsky St., 664033, Irkutsk, Russia aut Trofimov B. A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Science, 1 Favorsky St., 664033, Irkutsk, Russia aut Chemistry of Heterocyclic Compounds Springer US; http://www.springer-ny.com 47/4(2011-07-01), 464-469 0009-3122 47:4<464 2011 47 10593 https://doi.org/10.1007/s10593-011-0782-4 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/s10593-011-0782-4 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Shemyakina O. A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Science, 1 Favorsky St., 664033, Irkutsk, Russia aut NATIONALLICENCE 700 1- Mal'kina A. A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Science, 1 Favorsky St., 664033, Irkutsk, Russia aut NATIONALLICENCE 700 1- Albanov A. A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Science, 1 Favorsky St., 664033, Irkutsk, Russia aut NATIONALLICENCE 700 1- Trofimov B. A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Science, 1 Favorsky St., 664033, Irkutsk, Russia aut NATIONALLICENCE 773 0- Chemistry of Heterocyclic Compounds Springer US; http://www.springer-ny.com 47/4(2011-07-01), 464-469 0009-3122 47:4<464 2011 47 10593 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer