NDLI: Enantioselective catalytic β-amination through proton-coupled electron transfer followed by stereocontrolled radical–radical coupling† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c7sc02031g Click here for additional data file.

Please wait, while we are loading the content...

Enantioselective catalytic β-amination through proton-coupled electron transfer followed by stereocontrolled radical–radical coupling† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c7sc02031g Click here for additional data file.

Content Provider	Semantic Scholar
Author	Zhou, Zijun Li, Yanjun Han, Bowen Gong, Lei Meggers, Eric
Copyright Year	2017
Abstract	A new mechanistic approach for the catalytic, enantioselective conjugate addition of nitrogen-based nucleophiles to acceptor-substituted alkenes is reported, which is based on a visible light induced and phosphate base promoted transfer of a single electron from a nitrogen nucleophile to a catalyst-bound acceptor-substituted alkene, followed by a stereocontrolled C-N bond formation through stereocontrolled radical-radical coupling. Specifically, N-aryl carbamates are added to the β-position of α,β-unsaturated 2-acyl imidazoles using a visible light activated photoredox mediator in combination with a chiral-at-rhodium Lewis acid catalyst and a weak phosphate base, affording new C-N bonds in a highly enantioselective fashion with enantioselectivities reaching up to 99% ee and >99 : 1 dr for a menthol-derived carbamate. As an application, the straightforward synthesis of a chiral β-amino acid ester derivative is demonstrated.
Starting Page	5757
Ending Page	5763
Page Count	7
File Format	PDF HTM / HTML
DOI	10.1039/c7sc02031g
Alternate Webpage(s)	https://pubs.rsc.org/en/content/articlepdf/2017/sc/c7sc02031g
Alternate Webpage(s)	http://pubs.rsc.org/en/content/articlepdf/2017/sc/c7sc02031g
Alternate Webpage(s)	http://www.rsc.org/suppdata/c7/sc/c7sc02031g/c7sc02031g1.pdf
PubMed reference number	28989615
Alternate Webpage(s)	https://doi.org/10.1039/c7sc02031g
Journal	Medline
Volume Number	8
Journal	Chemical science
Language	English
Access Restriction	Open
Content Type	Text
Resource Type	Article

Sl.	Authority	Responsibilities	Communication Details
1	Ministry of Education (GoI), Department of Higher Education	Sanctioning Authority	https://www.education.gov.in/ict-initiatives
2	Indian Institute of Technology Kharagpur	Host Institute of the Project: The host institute of the project is responsible for providing infrastructure support and hosting the project	https://www.iitkgp.ac.in
3	National Digital Library of India Office, Indian Institute of Technology Kharagpur	The administrative and infrastructural headquarters of the project	Dr. B. Sutradhar bsutra@ndl.gov.in
4	Project PI / Joint PI	Principal Investigator and Joint Principal Investigators of the project	Dr. B. Sutradhar bsutra@ndl.gov.in Prof. Saswat Chakrabarti will be added soon
5	Website/Portal (Helpdesk)	Queries regarding NDLI and its services	support@ndl.gov.in
6	Contents and Copyright Issues	Queries related to content curation and copyright issues	content@ndl.gov.in
7	National Digital Library of India Club (NDLI Club)	Queries related to NDLI Club formation, support, user awareness program, seminar/symposium, collaboration, social media, promotion, and outreach	clubsupport@ndl.gov.in
8	Digital Preservation Centre (DPC)	Assistance with digitizing and archiving copyright-free printed books	dpc@ndl.gov.in
9	IDR Setup or Support	Queries related to establishment and support of Institutional Digital Repository (IDR) and IDR workshops	idr@ndl.gov.in

Enantioselective synthesis of d-α-amino amides from aliphatic aldehydes† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c5sc00064e Click here for additional data file. Click here for additional data file.

Enantioselective synthesis of d-α-amino amides from aliphatic aldehydes† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c5sc00064e Click here for additional data file. Click here for additional data file.

A complementary pair of enantioselective switchable organocatalysts† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c7sc02462b Click here for additional data file.

Selective cobalt nanoparticles for catalytic transfer hydrogenation of N-heteroarenes† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c7sc02062g Click here for additional data file.

catalytic b-amination through proton-coupled electron transfer followed by stereocontrolled radical – radical coupling †

Effects of electron transfer on the stability of hydrogen bonds† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c7sc03361c Click here for additional data file.

Electrocatalytic synthesis of ammonia by surface proton hopping† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c7sc00840f Click here for additional data file.

Dynamic multicolor protein labeling in living cells† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c7sc01364g Click here for additional data file. Click here for additional data file. Click here for additional data file.

Kinase-templated abiotic reaction† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c7sc01416c Click here for additional data file.

Enantioselective catalytic β-amination through proton-coupled electron transfer followed by stereocontrolled radical–radical coupling† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c7sc02031g Click here for additional data file.

Similar Documents

Enantioselective synthesis of d-α-amino amides from aliphatic aldehydes† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c5sc00064e Click here for additional data file. Click here for additional data file.

Enantioselective synthesis of d-α-amino amides from aliphatic aldehydes† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c5sc00064e Click here for additional data file. Click here for additional data file.

A complementary pair of enantioselective switchable organocatalysts† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c7sc02462b Click here for additional data file.

Selective cobalt nanoparticles for catalytic transfer hydrogenation of N-heteroarenes† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c7sc02062g Click here for additional data file.

catalytic b-amination through proton-coupled electron transfer followed by stereocontrolled radical – radical coupling †

Effects of electron transfer on the stability of hydrogen bonds† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c7sc03361c Click here for additional data file.

Electrocatalytic synthesis of ammonia by surface proton hopping† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c7sc00840f Click here for additional data file.

Dynamic multicolor protein labeling in living cells† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c7sc01364g Click here for additional data file. Click here for additional data file. Click here for additional data file.

Kinase-templated abiotic reaction† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c7sc01416c Click here for additional data file.

Enantioselective catalytic β-amination through proton-coupled electron transfer followed by stereocontrolled radical–radical coupling† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c7sc02031g Click here for additional data file.