A general method for the synthesis of enantiopure 1,5-amino alcohols

Autor:	Guignard, Guillaume Michel Pablo, Llor Brunés, Núria, Urbina Teixidor, Aina, Bosch Cartes, Joan, Amat Tusón, Mercedes
Přispěvatelé:	Universitat de Barcelona
Rok vydání:	2016
Předmět:	Síntesi orgànica Reducció química Lactams Reduction (Chemistry) Síntesi asimètrica Organic synthesis Asymmetric synthesis Lactames
Zdroj:	Dipòsit Digital de la UB Universidad de Barcelona Recercat. Dipósit de la Recerca de Catalunya instname
Popis:	A variety of (R)-phenylglycinol-derived oxazolopiperidone lactams 1-14 were converted to linear-chain enantiopure amino diols 15-26 by reduction with LiNH2BH3 in an unprecedented process involving the simultaneous reductive opening of the oxazolidine and lactam rings. Subsequent removal of the phenylethanol moiety gave enantiopure 5-amino-1-pentanols bearing substituents at the 2-, 3-, 4-, 2,2-, 2,3- 2,4- and 3,4-positions (28-36), which were isolated as their N-Boc derivatives.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=dedup_wf_001::cfa08f2c949ff033d707af29860fa13b http://hdl.handle.net/2445/98971 Zobrazit plný text záznamu