Organocatalytic enantioselective synthesis of epoxysulfones
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Título
Organocatalytic enantioselective synthesis of epoxysulfonesAutoría
Tutor/Supervisor; Universidad.Departamento
González Adelantado, Florenci; Universitat Jaume I. Departament de Química Inorgànica i OrgànicaFecha de publicación
2018-09-28Editor
Universitat Jaume IResumen
An epoxide is a three-member ring with one oxygen and two carbon atoms
hence displaying a cyclic ether function. This ring approximates an
equilateral triangle being highly reactive due to angle strain. For this ... [+]
An epoxide is a three-member ring with one oxygen and two carbon atoms
hence displaying a cyclic ether function. This ring approximates an
equilateral triangle being highly reactive due to angle strain. For this reason,
epoxides are synthesized more than other ethers and they are produced on a
large scale for many applications.
So, epoxides are considered one of the most important building blocks in
organic chemistry.
On the other hand, sulfones are excelent leaving groups because a sulfur atom
is bonded to two oxygen atoms which are highly electronegative and have a
high inductive effect, in addition sulfones can stabilize negative charges due
to the size of sulfur atom.
So, in conclusion epoxysulfones represent versatile building blocks in organic
chemistry because the epoxide is highly reactive and the sulfone is an
excelent leaving group.
In this work the synthesis of epoxysulfones in an asymmetric fashion starting
from aromatic ketones has been studied. Also the conversion of obtained
epoxyxulfones into alcohols as precursors of NonSteroidal Anti-Inflamatory
Drugs (NSAIDs) was studied. [-]
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Treball Final de Grau en Química. Codi: QU0943. Curs acadèmic: 2017/2018
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