ISSN:
1434-4475
Keywords:
1,3-Diphenylpropane-1,3-diamines
;
3-Hydroxy-1,3-diphenylpropan-1-one
;
3,5-Diphenyl-4,5-dihydropyrazole
;
syn-Reduction of β-hydroxyketones
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
Zusammenfassung Hochdiastereoselektive BH3/THF-syn-Reduktion des 3-Hydroxy-1,3-diphenylpropan-3-on/BBr3-Komplexes3/BBr3 (vergl.Sarko) lieferte dasmeso-Diol4, wähend das Razemat5 durch BH3/THF-Reduktion ohne Komplexbildung entstand. Mesylierung, Ersatz von Mesylat durch Azid und SnCl2/Thiophenol-Reduktion führte zu den Diaminen10 und11, die auch durch reduktive N-N-Spaltung aus dem 4,5-Dihydropyrazol13 erhalten wurden.
Notes:
Summary Highly diastereoselective BH3/THF syn-reduction of the 3-hydroxy-1,3-diphenylpropan-1-one/BBr3 complex3/BBr3 (cf.Sarko) afforded themeso-diol4, whereas racemate5 was obtained by BH3/THF reduction without complexation. Mesylation, exchange of mesylate by azide, and reduction with SnCl2/thiophenol led to the diamines10 and11 which were also produced by reductive N-N cleavage of the 4,5-dihydropyrazole13.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00807256
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