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https://hdl.handle.net/2445/106619| Title: | A Useful allene for the stereoselective synthesis of protected quaternary 2-amino-2-vinyl-1,3-diols |
| Author: | Rodríguez Ramírez, Aleix Ariza Piquer, Xavier Contreras, Miguel A. García Gómez, Jordi Lloyd-Williams, Paul Mercadal, Nerea Sánchez Zarzalejo, Carolina |
| Keywords: | Síntesi orgànica Aldehids Esfingolípids Inhibidors enzimàtics Organic synthesis Aldehydes Sphingolipids Enzyme inhibitors |
| Issue Date: | 3-Feb-2017 |
| Publisher: | American Chemical Society |
| Abstract: | Treatment of readily available allene 1 with Cy2BH followed by addition of an aldehyde led to quaternary protected 2-amino-2-vinyl-1,3-diols in high yield and excellent stereochemical purity. The choice of benzoyl as N-protecting group is critical since the observed N- to O-Bz transfer during the process prevents later undesired isomerizations in the adducts and keeps all heteroatoms protected. |
| Note: | Versió postprint del document publicat a: https://doi.org/10.1021/acs.joc.6b02765 |
| It is part of: | Journal of Organic Chemistry, 2017, vol. 82, num. 3, p. 1851-1855 |
| URI: | https://hdl.handle.net/2445/106619 |
| Related resource: | https://doi.org/10.1021/acs.joc.6b02765 |
| ISSN: | 0022-3263 |
| Appears in Collections: | Articles publicats en revistes (Química Inorgànica i Orgànica) |
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|---|---|---|---|---|
| 667388.pdf | 406.02 kB | Adobe PDF | View/Open |
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