Please use this identifier to cite or link to this item:
http://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: | http://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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