One-Step Conversion of Oxetane-Fused to 1,3-Oxazine-Fused Steroids

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Title:One-Step Conversion of Oxetane-Fused to 1,3-Oxazine-Fused Steroids
Creators:
Hajnal, Andrea
Wölfling, János
Schneider, Gyula
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 63, 10, pp. 1613-1622
Uncontrolled Keywords:Ritter reaction, Oxetanes, Ring expansions, Steroids, Dihydrooxazines

Abstract

In a ring-expansion reaction, alkyl and aryl nitriles, in the presence of tetrafluoroboric acid-diethyl ether complex, react with 3-methoxy-16β,17β-dihydro-4'<i>H</i>-oxeto[3',2':16,17]estra-1,3,5(10)-triene to give 3-methoxy-16β,17β-dihydro-4'<i>H</i>-[1,3]-oxazino[5',6':16,17]estra-1,3,5(10)-triene derivatives. Under similar conditions 3-methoxy-16α,17α-dihydro-4'<i>H</i>-oxeto[3',2':16,17]estra-1,3,5(10)-triene undergoes a Wagner-Meerwein rearrangement.

Title:One-Step Conversion of Oxetane-Fused to 1,3-Oxazine-Fused Steroids
Creators:
Hajnal, Andrea
Wölfling, János
Schneider, Gyula
Uncontrolled Keywords:Ritter reaction, Oxetanes, Ring expansions, Steroids, Dihydrooxazines
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:63
Number:10
Page Range:pp. 1613-1622
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19981613UNSPECIFIED
ID Code:1406
Item Type:Article
Deposited On:06 Feb 2009 17:09
Last Modified:06 Feb 2009 16:09

Citation

Hajnal, Andrea; Wölfling, János; Schneider, Gyula (1998) One-Step Conversion of Oxetane-Fused to 1,3-Oxazine-Fused Steroids. Collection of Czechoslovak Chemical Communications, 63 (10). pp. 1613-1622. ISSN 0010-0765

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