Efficient and general asymmetric syntheses of (R)-chroman-4-amine salts

Autor:	Bhadra H. Shelat, Eric A. Voight, Steven M. Hannick, Jerome F. Daanen, Kort Michael E, Francis A. J. Kerdesky, Daniel J. Plata
Rok vydání:	2010
Předmět:	chemistry.chemical_compound chemistry Organic Chemistry Drug Discovery Chroman-4-amine Tartaric acid Enantioselective synthesis Organic chemistry Azide Biochemistry Catalysis
Zdroj:	Tetrahedron Letters. 51:5904-5907
ISSN:	0040-4039
DOI:	10.1016/j.tetlet.2010.09.006
Popis:	Starting from a variety of substituted chroman-4-ones, a highly enantioselective CBS reduction using in situ-generated B–H catalyst gave ( S )-chroman-4-ols. Azide inversion and reduction gave crude ( R )-chroman-4-amines, which could be purified without chromatography by isolation as the ( R )-mandelic or d -tartaric acid salts with good yields and excellent ee.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::47cca33c4f082453d7aa503a50967ce7 https://doi.org/10.1016/j.tetlet.2010.09.006 Zobrazit plný text záznamu Full Text from ScienceDirect