The Resource Synthesis and Reactivity of Donor-Acceptor Substituted Aminocyclopropanes and Aminocyclobutanes, by Florian Nanteuil, (electronic resource)

Synthesis and Reactivity of Donor-Acceptor Substituted Aminocyclopropanes and Aminocyclobutanes, by Florian Nanteuil, (electronic resource)

Label
Synthesis and Reactivity of Donor-Acceptor Substituted Aminocyclopropanes and Aminocyclobutanes
Title
Synthesis and Reactivity of Donor-Acceptor Substituted Aminocyclopropanes and Aminocyclobutanes
Statement of responsibility
by Florian Nanteuil
Creator
Contributor
Author
Provider
Subject
Language
eng
Summary
This thesis presents a general approach to accessing nitrogen-substituted hetero- and carbocycles. In short, the annulation reactions developed in the thesis make it possible to access nitrogen-substituted four-, five- and six-membered rings, all essential building blocks for the synthesis of bioactive molecules. Many natural products display a saturated polycyclic core allowing a well-defined arrangement of functional groups in space. As such, they can interact with biological targets with a high degree of affinity and selectivity, surpassing many synthetic drugs. Nevertheless, the efficient synthesis of such complex ring systems poses a challenge for organic chemistry. Through careful tuning of the electronic properties of a nitrogen donor group and a diester acceptor group, the first [3+2] annulation reaction between aminocyclopropanes and enol ethers or carbonyl compounds is now possible. The reaction proceeded under mild catalytic conditions, and the building blocks obtained can be found at the core of bioactive alkaloids, drugs such as Ramipril and biomolecules such as DNA and RNA. Thanks to the dynamic kinetic asymmetric annulation of aminocyclopropanes with enol ethers and aldehydes, access to enantioenriched compounds is also now possible. Lastly, a synthesis of donor-acceptor aminocyclobutanes via [2+2] cycloaddition using a cheap iron catalyst was developed, allowing them to be used in [4+2] annulations to access cyclohexylamines
Member of
http://library.link/vocab/creatorName
Nanteuil, Florian
Image bit depth
0
LC call number
QD241-441
Literary form
non fiction
http://library.link/vocab/relatedWorkOrContributorName
SpringerLink
Series statement
Springer Theses, Recognizing Outstanding Ph.D. Research,
http://library.link/vocab/subjectName
  • Chemistry
  • Bioorganic chemistry
  • Carbohydrates
  • Medicinal chemistry
  • Chemistry
  • Bioorganic Chemistry
  • Medicinal Chemistry
  • Carbohydrate Chemistry
Label
Synthesis and Reactivity of Donor-Acceptor Substituted Aminocyclopropanes and Aminocyclobutanes, by Florian Nanteuil, (electronic resource)
Instantiates
Publication
Antecedent source
mixed
Carrier category
online resource
Carrier category code
cr
Carrier MARC source
rdacarrier
Color
not applicable
Content category
text
Content type code
txt
Content type MARC source
rdacontent
Contents
Introduction -- Ring-Opening Reactions of Aminocyclopropanes -- Synthesis and [4+2] Annulation of Aminocyclobutanes -- Conclusions and Outlook -- Experimental Part
Dimensions
unknown
Edition
1st ed. 2016.
Extent
XVII, 315 p. 458 illus., 4 illus. in color.
File format
multiple file formats
Form of item
electronic
Isbn
9783319230061
Level of compression
uncompressed
Media category
computer
Media MARC source
rdamedia
Media type code
c
Other control number
10.1007/978-3-319-23006-1
Other physical details
online resource.
Quality assurance targets
absent
Reformatting quality
access
Specific material designation
remote
System control number
(DE-He213)978-3-319-23006-1
Label
Synthesis and Reactivity of Donor-Acceptor Substituted Aminocyclopropanes and Aminocyclobutanes, by Florian Nanteuil, (electronic resource)
Publication
Antecedent source
mixed
Carrier category
online resource
Carrier category code
cr
Carrier MARC source
rdacarrier
Color
not applicable
Content category
text
Content type code
txt
Content type MARC source
rdacontent
Contents
Introduction -- Ring-Opening Reactions of Aminocyclopropanes -- Synthesis and [4+2] Annulation of Aminocyclobutanes -- Conclusions and Outlook -- Experimental Part
Dimensions
unknown
Edition
1st ed. 2016.
Extent
XVII, 315 p. 458 illus., 4 illus. in color.
File format
multiple file formats
Form of item
electronic
Isbn
9783319230061
Level of compression
uncompressed
Media category
computer
Media MARC source
rdamedia
Media type code
c
Other control number
10.1007/978-3-319-23006-1
Other physical details
online resource.
Quality assurance targets
absent
Reformatting quality
access
Specific material designation
remote
System control number
(DE-He213)978-3-319-23006-1

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