A simple two-step synthesis of 2-(alkylamino)-1-arylethanols, including racemic adrenaline, from aromatic aldehydes via 5-aryloxazolidines

Moshkin, V. S.; Sosnovskikh, V. Y.

doi:10.1016/j.tetlet.2013.08.083

Please use this identifier to cite or link to this item: http://elar.urfu.ru/handle/10995/27137

Title:	A simple two-step synthesis of 2-(alkylamino)-1-arylethanols, including racemic adrenaline, from aromatic aldehydes via 5-aryloxazolidines
Authors:	Moshkin, V. S. Sosnovskikh, V. Y.
Issue Date:	2013
Citation:	Moshkin V. S. A simple two-step synthesis of 2-(alkylamino)-1-arylethanols, including racemic adrenaline, from aromatic aldehydes via 5-aryloxazolidines / V. S. Moshkin, V. Y. Sosnovskikh // Tetrahedron Letters. — 2013. — Vol. 54. — № 44. — P. 5869-5872.
Abstract:	Benzaldehydes react smoothly with nonstabilized azomethine ylides, generated in situ from sarcosine/formaldehyde or N-(methoxymethyl)-N- (trimethylsilylmethyl)benzylamine, to give 5-aryloxazolidines as intermediates. These were converted into 2-(alkylamino)-1-arylethanols in good yields by simple heating in methanol with hydrochloric acid, or by treatment with hydrazine hydrate in ethanol. © 2013 Elsevier Ltd. All rights reserved.
Keywords:	5-ARYLOXAZOLIDINES [3+2] CYCLOADDITION BENZALDEHYDES EPINEPHRINE (ADRENALINE) NONSTABILIZED AZOMETHINE YLIDES PHENETHYLAMINES 2 (ALKYLAMINO) 1 ARYLETHANOL 5 ARYLOXAZOLIDINE ADRENALIN ALCOHOL ALDEHYDE HYDRAZINE HYDROCHLORIC ACID METHANOL OXAZOLIDINE DERIVATIVE UNCLASSIFIED DRUG ARTICLE CHEMICAL REACTION CHEMICAL STRUCTURE HEATING ONE POT SYNTHESIS
URI:	http://elar.urfu.ru/handle/10995/27137
SCOPUS ID:	84884902989
WOS ID:	000325666500008
PURE ID:	855557
ISSN:	0040-4039
DOI:	10.1016/j.tetlet.2013.08.083
Appears in Collections:	Научные публикации ученых УрФУ, проиндексированные в SCOPUS и WoS CC

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