Generation of functional diversity via nitroaldol condensations of α-aminoacid aldehydes — A new and stereocontrolled route to acyclic 1,3-diamino-2-alcohols

Condensations of N,N-dibenzyl α-amino aldehydes with nitroalkanes mediated by tetrabutylammonium fluoride proceed in excellent yields and selectivites. This affords rapid and stereoselective access to acyclic molecules containing differentiated nitrogen-containing functionality as well as diverse en...

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Bibliographic Details
Published in:Tetrahedron letters 1996-02, Vol.37 (7), p.987-990
Main Authors: Hanessian, Stephen, Devasthale, Pratik V.
Format: Article
Language:English
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Summary:Condensations of N,N-dibenzyl α-amino aldehydes with nitroalkanes mediated by tetrabutylammonium fluoride proceed in excellent yields and selectivites. This affords rapid and stereoselective access to acyclic molecules containing differentiated nitrogen-containing functionality as well as diverse end groups. Condensations of N,N-dibenzylaminoaldehydes with nitroalkanes mediated by tetrabutylammonium fluoride proceed in excellent yields and selectivities.
ISSN:0040-4039
1873-3581
DOI:10.1016/0040-4039(95)02359-3