TY - JOUR
T1 - Beckmann reactions of steroidal spirocyclic oximes derived from the 16β,23:23,26-diepoxy-22-oxo moiety
AU - Macías-Alonso, Mariana
AU - Flores-Alamo, Marcos
AU - Iglesias-Arteaga, Martín A.
PY - 2009/1
Y1 - 2009/1
N2 - The Beckmann rearrangement of the syn and anti isomers of the spirocyclic oxime derived from a 16β,23:23,26-diepoxy-5β-cholestan-22-one was studied. Whereas the anti isomer always follows the Beckmann fragmentation course, the syn isomer, depending on the reaction conditions, follows the normal Beckmann rearrangement course and/or the isomerization to the anti isomer followed by the fragmentation course.
AB - The Beckmann rearrangement of the syn and anti isomers of the spirocyclic oxime derived from a 16β,23:23,26-diepoxy-5β-cholestan-22-one was studied. Whereas the anti isomer always follows the Beckmann fragmentation course, the syn isomer, depending on the reaction conditions, follows the normal Beckmann rearrangement course and/or the isomerization to the anti isomer followed by the fragmentation course.
KW - 16β,23:23,26-Diepoxy-5β-cholestan-22-one
KW - Beckmann fragmentation
KW - Beckmann rearrangement
KW - Isomeric oximes
UR - http://www.scopus.com/inward/record.url?scp=57249104704&partnerID=8YFLogxK
U2 - 10.1016/j.steroids.2008.09.013
DO - 10.1016/j.steroids.2008.09.013
M3 - Artículo
C2 - 18996137
SN - 0039-128X
VL - 74
SP - 112
EP - 120
JO - Steroids
JF - Steroids
IS - 1
ER -