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Pregled bibliografske jedinice broj: 779262

Direct, Intermolecular, Enantioselective, Iridium-Catalyzed Allylation of Carbamates to Form Carbamate-Protected, Branched Allylic Amines

Weix, D.; Markovic, D.; Ueda, M.; Hartwig, J. F. Org. Lett. 2009, 10, 1147–1150.
Direct, Intermolecular, Enantioselective, Iridium-Catalyzed Allylation of Carbamates to Form Carbamate-Protected, Branched Allylic Amines // Organic letters, 10 (2009), 1147-1150 doi:10.1021/ol901151u (međunarodna recenzija, članak, znanstveni)

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Naslov
Direct, Intermolecular, Enantioselective, Iridium-Catalyzed Allylation of Carbamates to Form Carbamate-Protected, Branched Allylic Amines

Autori
Weix, D. ; Markovic, D. ; Ueda, M. ; Hartwig, J. F. Org. Lett. 2009, 10, 1147–1150.

Izvornik
Organic letters (1523-7060) 10 (2009); 1147-1150

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
Iridium catalyzed nucleophilic substitutions; carbamates

Sažetak
The direct reaction between carbamates and achiral allylic carbonates to form branched, conveniently protected primary allylic amines with high regioselectivity and enantioselectivity is reported. This process occurs without base or with 0.5 equiv K3PO4 in the presence of a metalacyclic iridium catalyst containing a labile ethylene ligand. The reactions of aryl-, heteroaryl-, and alkyl-substituted allylic carbonates with BocNH2, FmocNH2, CbzNH2, TrocNH2, TeocNH2, and 2-oxazolidinone occur in good yields, with high selectivity for the branched isomer and high enantioselectivities (98% average ee).

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA

Ustanove:
Sveučilište u Osijeku - Odjel za kemiju

Profili:

Avatar Url Dean Marković (autor)

Poveznice na cjeloviti tekst rada:

doi www.ncbi.nlm.nih.gov

Citiraj ovu publikaciju:

Weix, D.; Markovic, D.; Ueda, M.; Hartwig, J. F. Org. Lett. 2009, 10, 1147–1150.
Direct, Intermolecular, Enantioselective, Iridium-Catalyzed Allylation of Carbamates to Form Carbamate-Protected, Branched Allylic Amines // Organic letters, 10 (2009), 1147-1150 doi:10.1021/ol901151u (međunarodna recenzija, članak, znanstveni)
Weix, D., Markovic, D., Ueda, M. & Hartwig, J. F. Org. Lett. 2009, 10, 1147–1150. (2009) Direct, Intermolecular, Enantioselective, Iridium-Catalyzed Allylation of Carbamates to Form Carbamate-Protected, Branched Allylic Amines. Organic letters, 10, 1147-1150 doi:10.1021/ol901151u.
@article{article, author = {Weix, D. and Markovic, D. and Ueda, M.}, year = {2009}, pages = {1147-1150}, DOI = {10.1021/ol901151u}, keywords = {Iridium catalyzed nucleophilic substitutions, carbamates}, journal = {Organic letters}, doi = {10.1021/ol901151u}, volume = {10}, issn = {1523-7060}, title = {Direct, Intermolecular, Enantioselective, Iridium-Catalyzed Allylation of Carbamates to Form Carbamate-Protected, Branched Allylic Amines}, keyword = {Iridium catalyzed nucleophilic substitutions, carbamates} }
@article{article, author = {Weix, D. and Markovic, D. and Ueda, M.}, year = {2009}, pages = {1147-1150}, DOI = {10.1021/ol901151u}, keywords = {Iridium catalyzed nucleophilic substitutions, carbamates}, journal = {Organic letters}, doi = {10.1021/ol901151u}, volume = {10}, issn = {1523-7060}, title = {Direct, Intermolecular, Enantioselective, Iridium-Catalyzed Allylation of Carbamates to Form Carbamate-Protected, Branched Allylic Amines}, keyword = {Iridium catalyzed nucleophilic substitutions, carbamates} }

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus
  • MEDLINE

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