2024-03-29T11:11:13Zhttps://repositori.uji.es/oai/requestoai:repositori.uji.es:10234/1675362019-11-18T12:02:14Zcom_10234_71345com_10234_158176col_10234_107363
Repositori UJI
author
Capel López, Estefanía
other
Universitat Jaume I. Departament de Química Inorgànica i Orgànica
2017-05-11T09:16:59Z
2017-05-11T09:16:59Z
2016-07-21
http://hdl.handle.net/10234/167536
Nitroepoxides are an underdeveloped class
of compounds with wide potential for use in
chemical synthesis.
Nitroepoxides represent strained systems
displaying two highly oxidized vicinal
positions by nature of their chemical
connectivity and hence are potentially
exploitable as synthons with vicinal
electrophilic centers.
In 1991, Vankar reported the
transformation of nitroepoxides into amino
ketones.1d Nucleophilic attack of the amine
to the β-position of the nitroepoxide
followed by nitrite extrusion affords the
amino ketone. In that work, nitroepoxides are easily
transformed giving 2-hidroxymorpholines
and 2-hidroxybenzoxazines. A properly
reduction of that gives benzoxazines and
morpholines in high diastereoselectivity. These transformations are efficient, provide
access privileged, bioactive structures, and
produce minimal waste.
eng
Màster Universitari en Química Aplicada i Farmacològica
Máster Universitario en Química Aplicada y Farmacológica
Master's Degree in Applied and Pharmacology Chemistry
Synthesis
Síntesis
Morpholinols
Morpholines
Benzoxazines
Nitroepoxides
Synthesis of morpholinols, morpholines and benzoxazines starting from nitroepoxides
info:eu-repo/semantics/masterThesis
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URL
https://repositori.uji.es/xmlui/bitstream/10234/167536/1/TFM-Capel_L%C3%B3pez%2C_Estefan%C3%ADa.pdf
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TFM-Capel_López,_Estefanía.pdf
URL
https://repositori.uji.es/xmlui/bitstream/10234/167536/9/TFM-Capel_L%C3%B3pez%2C_Estefan%C3%ADa.pdf.txt
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TFM-Capel_López,_Estefanía.pdf.txt