Catalytic Asymmetric Allylic and Homoallylic Diamination of Terminal Olefins via Formal C−H Activation
This paper describes a catalytic asymmetric diamination process for terminal olefins at allylic and homoallylic carbons via formal C−H activation using di-tert-butyldiaziridinone as nitrogen source with a catalyst generated from Pd2(dba)3 and chiral phosphorus amidite ligand. A wide variety of readi...
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| Published in | Journal of the American Chemical Society Vol. 130; no. 27; pp. 8590 - 8591 |
|---|---|
| Main Authors | , , |
| Format | Journal Article |
| Language | English |
| Published |
WASHINGTON
American Chemical Society
09.07.2008
Amer Chemical Soc |
| Subjects | |
| Online Access | Get full text |
| ISSN | 0002-7863 1520-5126 1520-5126 |
| DOI | 10.1021/ja8027394 |
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| Abstract | This paper describes a catalytic asymmetric diamination process for terminal olefins at allylic and homoallylic carbons via formal C−H activation using di-tert-butyldiaziridinone as nitrogen source with a catalyst generated from Pd2(dba)3 and chiral phosphorus amidite ligand. A wide variety of readily available terminal olefins can be effectively diaminated in good yields with high regio-, diastereo-, and enantioselectivities. |
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| AbstractList | This paper describes a catalytic asymmetric diamination process for terminal olefins at allylic and homoallylic carbons via formal C-H activation using di-tert-butyldiaziridinone as nitrogen source with a catalyst generated from Pd-2(dba)(3) and chiral phosphorus amidite ligand. A wide variety of readily available terminal olefins can be effectively diaminated in good yields with high regio-, diastereo-, and enantioselectivities. This paper describes a catalytic asymmetric diamination process for terminal olefins at allylic and homoallylic carbons via formal C-H activation using di-tert-butyldiaziridinone as nitrogen source with a catalyst generated from Pd2(dba)3 and chiral phosphorus amidite ligand. A wide variety of readily available terminal olefins can be effectively diaminated in good yields with high regio-, diastereo-, and enantioselectivities. This paper describes a catalytic asymmetric diamination process for terminal olefins at allylic and homoallylic carbons via formal C-H activation using di-tert-butyldiaziridinone as nitrogen source with a catalyst generated from Pd2(dba)3 and chiral phosphorus amidite ligand. A wide variety of readily available terminal olefins can be effectively diaminated in good yields with high regio-, diastereo-, and enantioselectivities.This paper describes a catalytic asymmetric diamination process for terminal olefins at allylic and homoallylic carbons via formal C-H activation using di-tert-butyldiaziridinone as nitrogen source with a catalyst generated from Pd2(dba)3 and chiral phosphorus amidite ligand. A wide variety of readily available terminal olefins can be effectively diaminated in good yields with high regio-, diastereo-, and enantioselectivities. This paper describes a catalytic asymmetric diamination process for terminal olefins at allylic and homoallylic carbons via formal C−H activation using di-tert-butyldiaziridinone as nitrogen source with a catalyst generated from Pd2(dba)3 and chiral phosphorus amidite ligand. A wide variety of readily available terminal olefins can be effectively diaminated in good yields with high regio-, diastereo-, and enantioselectivities. |
| Author | Du, Haifeng Zhao, Baoguo Shi, Yian |
| Author_xml | – sequence: 1 givenname: Haifeng surname: Du fullname: Du, Haifeng – sequence: 2 givenname: Baoguo surname: Zhao fullname: Zhao, Baoguo – sequence: 3 givenname: Yian surname: Shi fullname: Shi, Yian |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/18549207$$D View this record in MEDLINE/PubMed |
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| Copyright | Copyright © 2008 American Chemical Society |
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| Keywords | ALKENES DIENES PROMOTED INTRAMOLECULAR DIAMINATION ELECTROPHILIC DIAMINATION DIETHYLZINC ENANTIOSELECTIVE CONJUGATE ADDITION COMPLEXES DIALKYLZINC REAGENTS VICINAL DIAMINATION 1,2-DIAMINATION |
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| Snippet | This paper describes a catalytic asymmetric diamination process for terminal olefins at allylic and homoallylic carbons via formal C−H activation using... This paper describes a catalytic asymmetric diamination process for terminal olefins at allylic and homoallylic carbons via formal C-H activation using... |
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| SubjectTerms | Alkenes - chemistry Aziridines - chemistry Carbon - chemistry Catalysis Chemistry Chemistry, Multidisciplinary Diamines - chemical synthesis Diamines - chemistry Hydrogen - chemistry Ligands Molecular Structure Naphthalenes - chemistry Nitrogen - chemistry Organometallic Compounds - chemistry Phosphorus - chemistry Physical Sciences Science & Technology Stereoisomerism |
| Title | Catalytic Asymmetric Allylic and Homoallylic Diamination of Terminal Olefins via Formal C−H Activation |
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