Photolyses and pyrolyses of triterpenoid nitrites

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Title:Photolyses and pyrolyses of triterpenoid nitrites
Creators:
Sejbal, Jan
Klinot, Jiří
Buděšínský, Miloš
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 56, 8, pp. 1732-1743

Abstract

Derivatives of 19β,28-epoxy-18α-oleanane and lupane with nitrosyloxy group in positions 1α, 2β, 3α, 3β and 28 (<i>II, V, VIII, X</i> and <i>XXVII</i>, respectively) were subjected to photolysis in solution and in the crystalline state, as well as to pyrolysis. In most cases the products identified were alcohols, ketones, olefins and seco derivatives. Photolysis of 2β-nitrile <i>V</i> in benzene afforded the known 24- and 25-oximino derivatives <i>XV</i> and <i>XVII</i>, photolysis of 1α-nitrite <i>II</i> in the crystalline state led to the little stable form <i>XIX</i> of N-hydroxylactam <i>XXI</i> which in solution was easily converted into the derivative of O-acyl-N-alkylhydroxylamine <i>XXII</i>. Photolysis of crystalline 3β,28-lupanediyl 3-acetate, 28-nitrite <i>XXVII</i> gave 28-norolefins <i>XXX</i> and <i>XXXI</i> and 13β,28-epoxy derivative <i>XXXII</i>.

Title:Photolyses and pyrolyses of triterpenoid nitrites
Creators:
Sejbal, Jan
Klinot, Jiří
Buděšínský, Miloš
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:56
Number:8
Page Range:pp. 1732-1743
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19911732UNSPECIFIED
ID Code:5100
Item Type:Article
Deposited On:22 Feb 2010 11:30
Last Modified:22 Feb 2010 10:30

Citation

Sejbal, Jan; Klinot, Jiří; Buděšínský, Miloš (1991) Photolyses and pyrolyses of triterpenoid nitrites. Collection of Czechoslovak Chemical Communications, 56 (8). pp. 1732-1743. ISSN 0010-0765

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