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Enantioselective Synthesis of Hydroxy-Substituted DBN-Type Amidines as Potential Chiral Catalysts

✍ Scribed by Martin Ostendorf; Sandor van der Neut; Floris P. J. T. Rutjes; Henk Hiemstra

Publisher
John Wiley and Sons
Year
2000
Tongue
English
Weight
403 KB
Volume
2000
Category
Article
ISSN
1434-193X

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✦ Synopsis

The synthesis and X-ray crystal structures of three meso-imide and was functionalized through N-acyliminium ion chemistry. The hydroxy groups were introduced by enantiopure hydroxy-substituted amidines of the DBN-type are described. The key starting material, a 5-ozonolysis or reduction. Preliminary results on the use of the hydroxyamidines as chiral, bifunctional catalysts in selected (phenylsulfonyl)pyrrolidin-2-one, was obtained by an oxazaborolidine-catalysed reductive desymmetrization of a Michael reactions are described.

[a] Laboratory of Organic Chemistry, Institute of Molecular describes the synthesis of amidine 7, which contains an Chemistry, University of Amsterdam Nieuwe Achtergracht 129, NL-1018 WS

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