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Synthesis of 2‐Amino glycal Derivatives and their Conversion into Highly Functionalised β‐Enamino Ketones
Author(s) -
IglesiasGuerra Fernando,
Periñán Ignacio,
VegaHolm Margarita,
VegaPérez José M.
Publication year - 2010
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201000325
Subject(s) - chemistry , glycal , amino acid , reactivity (psychology) , organic chemistry , alkyl , amino sugar , combinatorial chemistry , catalysis , stereoselectivity , biochemistry , medicine , alternative medicine , pathology
A general method for the synthesis of 2‐amino glycals employing 2‐amino sugar derivatives as precursors is described. A new 2‐(amino‐disubstituted) glycal backbone is obtained independently of the aglycon and nitrogen substituents, the configuration of the C‐1, C‐2 and C‐3 atoms of the starting amino sugar and the oxidative system employed. The reactivity of these new 2‐amino glycals with amines has been studied. The reactions were performed with two differently N ‐substituted amino glycals and a variety of alkyl‐ and arylamines. Highly functionalised β‐enamino ketones were obtained by this method.