TY - JOUR A1 - Ievlev, Mikhail Yu. A1 - Ershov, Oleg V. A1 - Belikov, Mikhail Yu. A1 - Milovidova, Angelina G. A1 - Tafeenko, Viktor A. A1 - Nasakin, Oleg E. T1 - Diastereoselective synthesis of 3,4-dihydro-2H-pyran-4-carboxamides through an unusual regiospecific quasi-hydrolysis of a cyano group JF - Beilstein Journal of Organic Chemistry PY - 2016/// VL - 12 SP - 2093 EP - 2098 SN - 1860-5397 DO - 10.3762/bjoc.12.198 PB - Beilstein-Institut JA - Beilstein J. Org. Chem. UR - https://doi.org/10.3762/bjoc.12.198 KW - diastereoselectivity KW - 3,4-dihydro-2H-pyran-4-carboxamide KW - nitriles KW - pyran KW - quasi-hydrolysis N2 - An efficient diastereoselective approach for the synthesis of functionalized 3,4-dihydro-2H-pyran-4-carboxamides with variable frame was developed based on the reaction of available 4-oxoalkane-1,1,2,2-tetracarbonitriles (adducts of TCNE and ketones) with aldehydes in an acidic media. An unusual process of quasi hydrolysis of the cyano group was observed in the course of the described regio- and diastereoselective transformation. ER -