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The target product was the <jats:italic>R<\/jats:italic> diastereomer of dimethyl-substituted octahydro-2<jats:italic>H<\/jats:italic>-chromen-4-ol with exhibits antiviral activity. The catalysts were characterized by a range of physico-chemical methods. The effect of the initial isopulegol concentrations on the yield of ketone-derived chromenols and the <jats:italic>R\/S<\/jats:italic> isomers ratio was studied for the first time. The best catalyst was a highly acidic, large pore K10-clay modified by sulfonic acid. Varying the initial concentration of the reagents allows to find a balance between dehydration by-products and a side etherification reaction. A high yield (73%) of the desired chromenols was reached using 0.52\u00a0mol\/l initial (\u2212)-isopulegol concentration after 240\u00a0min at 87% substrate conversion and reaction temperature 25\u00a0\u00b0C. The yield exceeded that of other previously reported in the open literature catalysts.<\/jats:p>","DOI":"10.1007\/s11144-020-01740-9","type":"journal-article","created":{"date-parts":[[2020,2,20]],"date-time":"2020-02-20T06:15:00Z","timestamp":1582179300000},"page":"627-644","update-policy":"https:\/\/doi.org\/10.1007\/springer_crossmark_policy","source":"Crossref","is-referenced-by-count":12,"title":["Catalytic synthesis of bioactive 2H-chromene alcohols from (\u2212)-isopulegol and acetone on sulfonated clays"],"prefix":"10.1007","volume":"129","author":[{"given":"Mathias","family":"Laluc","sequence":"first","affiliation":[]},{"given":"P\u00e4ivi","family":"M\u00e4ki-Arvela","sequence":"additional","affiliation":[]},{"given":"Andreia F.","family":"Peixoto","sequence":"additional","affiliation":[]},{"given":"Nikolai","family":"Li-Zhulanov","sequence":"additional","affiliation":[]},{"given":"Thomas","family":"Sandberg","sequence":"additional","affiliation":[]},{"given":"Nariman F.","family":"Salakhutdinov","sequence":"additional","affiliation":[]},{"given":"Konstantin","family":"Volcho","sequence":"additional","affiliation":[]},{"given":"Cristina","family":"Freire","sequence":"additional","affiliation":[]},{"given":"Alexander Yu.","family":"Sidorenko","sequence":"additional","affiliation":[]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0788-2643","authenticated-orcid":false,"given":"Dmitry Yu.","family":"Murzin","sequence":"additional","affiliation":[]}],"member":"297","published-online":{"date-parts":[[2020,2,20]]},"reference":[{"key":"1740_CR1","doi-asserted-by":"publisher","first-page":"260","DOI":"10.1007\/s10600-017-1966-7","volume":"53","author":"EV Nazimova","year":"2017","unstructured":"Nazimova EV, Shtro AA, Anikin VA, Patrusheva OS, Il'ina IV, Korchagina DV, Zarubaev VV, Volcho KP, Salakhutdinov NF (2017) Influenza antiviral activity of Br-containing [2R,4R(S),4aR,7R,8aR]-4,7-dimethyl-2-(thiophen-2-yl)octahydro-2H-chromen-4-ols prepared from (\u2013)-isopulegol. 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