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
Related resource: https://doi.org/10.1021/acs.joc.6b02765
URI: http://hdl.handle.net/2445/106619
ISSN: 0022-3263
Appears in Collections:Articles publicats en revistes (Química Inorgànica i Orgànica)

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