Please use this identifier to cite or link to this item:
http://hdl.handle.net/2445/98971| Title: | A general method for the synthesis of enantiopure 1,5-amino alcohols |
| Author: | Guignard, Guillaume Michel Pablo Llor Brunés, Núria Urbina Teixidor, Aina Bosch Cartes, Joan Amat Tusón, Mercedes |
| Keywords: | Síntesi orgànica Síntesi asimètrica Reducció química Lactames Organic synthesis Asymmetric synthesis Reduction (Chemistry) Lactams |
| Issue Date: | Feb-2016 |
| Publisher: | Wiley-VCH |
| Abstract: | 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. |
| Note: | Versió postprint del document publicat a: http://dx.doi.org/10.1002/ejoc.201501409 |
| It is part of: | European Journal of Organic Chemistry, 2016, vol. 2016, num. 4, p. 693-703 |
| URI: | http://hdl.handle.net/2445/98971 |
| Related resource: | http://dx.doi.org/10.1002/ejoc.201501409 |
| ISSN: | 1434-193X |
| Appears in Collections: | Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica) Articles publicats en revistes (Institut de Biomedicina (IBUB)) |
Files in This Item:
| File | Description | Size | Format | |
|---|---|---|---|---|
| 659329.pdf | 896.46 kB | Adobe PDF | View/Open |
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.