Stereo- and regioselective synthesis of β-amino-β-tetrazolylvinylphosphonates

Autor:	Nataly I. Svintsitskaya, Rostislav Е. Trifonov, Galina L. Starova, Аlbina V. Dogadina
Rok vydání:	2014
Předmět:	chemistry.chemical_compound chemistry Nucleophile Stereochemistry Yield (chemistry) Organic Chemistry Drug Discovery Regioselectivity Tetrazole Nuclear magnetic resonance spectroscopy Ring (chemistry) Biochemistry Phosphonate
Zdroj:	Tetrahedron Letters. 55:5381-5385
ISSN:	0040-4039
DOI:	10.1016/j.tetlet.2014.08.018
Popis:	Addition of 5-substituted tetrazoles to dimethyl [(N,N-diisopropylamino)ethynyl]phosphonate proceeds regio- and stereoselectively to yield (Z)-[2-diisopropylamino-2-(tetrazolyl)vinyl]phosphonic acid dimethyl esters. The Z-configuration of the products was confirmed by 1Н NMR spectroscopy and single-crystal X-ray diffraction. The reactions occur via nucleophilic attack of tetrazole involving predominantly the N-1 atom of the tetrazole ring.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::d921d7d1a6a88ec7d87e2dc9eb94a198 https://doi.org/10.1016/j.tetlet.2014.08.018 Zobrazit plný text záznamu Full Text from ScienceDirect