자료유형  

 학위논문

Control Number  

0017162523

International Standard Book Number  

9798383163795

Dewey Decimal Classification Number  

547

Main Entry-Personal Name  

Dorsheimer, Julia R.

Publication, Distribution, etc. (Imprint  

[S.l.] : Columbia University., 2024

Publication, Distribution, etc. (Imprint  

Ann Arbor : ProQuest Dissertations & Theses, 2024

Physical Description  

318 p.

General Note  

Source: Dissertations Abstracts International, Volume: 85-12, Section: B.

General Note  

Advisor: Rovis, Tomislav.

Dissertation Note  

Thesis (Ph.D.)--Columbia University, 2024.

Summary, Etc.  

요약Utilizing primary amines as alkyl coupling partners has garnered attention in recent years due to their widespread availability, facile preparation and purification, and presence in a variety of common building blocks. The reemergence of Katritzky salts has enabled deaminative alkylation and arylation of α-1° and α-2° amines. The Rovis group has developed deaminative conditions for α-3° amines utilizing redox-active imines to generate tertiary carbon-centered radicals. Herein, we couple this tertiary alkyl radical to haloarenes to generate benzylic quaternary centers, a common motif in pharmaceuticals and natural products. We then applied this methodology in the realm of isotopic exchange to generate 15N-primary amines from their naturally occurring 14N-analogues. By activating α-1° and α-2° amines to Katritzky pyridinium salts and α−3° amines to redox-active imines, we can engage primary alkyl amines in a late-stage isotopic exchange with complete and selective isotopic labelling.

Subject Added Entry-Topical Term  

Organic chemistry.

Subject Added Entry-Topical Term  

Chemistry.

Index Term-Uncontrolled  

Deaminative alkylation

Index Term-Uncontrolled  

Alkyl amines

Index Term-Uncontrolled  

Photoredox catalysis

Added Entry-Corporate Name  

Columbia University Chemistry

Host Item Entry  

Dissertations Abstracts International. 85-12B.

Electronic Location and Access  

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Control Number  

joongbu:653942