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Regio- and enantioselective allylic substitution with less active N- or O-nucleophiles catalyzed by iridium-complex of bis(oxazolinyl)pyridine.
Chem Pharm Bull (Tokyo). 2011; 59(6):714-20.CP

Abstract

The utility of hydroxylamines as nitrogen nucleophiles was investigated in the iridium-catalyzed regio- and enantioselective allylic substitution. Allylic substitution with hydroxylamines proceeded with good enantioselectivities by using the iridium-complex of bis(oxazolinyl)pyridine ligand. The good regio- and enantioselectivities were also achieved in the reaction with alkylamines, p-anisidine, and 4-methoxyphenol.

Authors+Show Affiliations

Miyabe H
Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto, Japan. miyabe@huhs.ac.jp
Moriyama K
No affiliation info available
Takemoto Y
No affiliation info available

MeSH

Allyl CompoundsCatalysisCoordination ComplexesHydroxylaminesIridiumNitrogenOxygenPyridinesStereoisomerism

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

21628906

Citation

Miyabe, Hideto, et al. "Regio- and Enantioselective Allylic Substitution With Less Active N- or O-nucleophiles Catalyzed By Iridium-complex of Bis(oxazolinyl)pyridine." Chemical & Pharmaceutical Bulletin, vol. 59, no. 6, 2011, pp. 714-20.
Miyabe H, Moriyama K, Takemoto Y. Regio- and enantioselective allylic substitution with less active N- or O-nucleophiles catalyzed by iridium-complex of bis(oxazolinyl)pyridine. Chem Pharm Bull (Tokyo). 2011;59(6):714-20.
Miyabe, H., Moriyama, K., & Takemoto, Y. (2011). Regio- and enantioselective allylic substitution with less active N- or O-nucleophiles catalyzed by iridium-complex of bis(oxazolinyl)pyridine. Chemical & Pharmaceutical Bulletin, 59(6), 714-20.
Miyabe H, Moriyama K, Takemoto Y. Regio- and Enantioselective Allylic Substitution With Less Active N- or O-nucleophiles Catalyzed By Iridium-complex of Bis(oxazolinyl)pyridine. Chem Pharm Bull (Tokyo). 2011;59(6):714-20. PubMed PMID: 21628906.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Regio- and enantioselective allylic substitution with less active N- or O-nucleophiles catalyzed by iridium-complex of bis(oxazolinyl)pyridine. AU - Miyabe,Hideto, AU - Moriyama,Katsuhiko, AU - Takemoto,Yoshiji, PY - 2011/6/2/entrez PY - 2011/6/2/pubmed PY - 2011/9/29/medline SP - 714 EP - 20 JF - Chemical & pharmaceutical bulletin JO - Chem Pharm Bull (Tokyo) VL - 59 IS - 6 N2 - The utility of hydroxylamines as nitrogen nucleophiles was investigated in the iridium-catalyzed regio- and enantioselective allylic substitution. Allylic substitution with hydroxylamines proceeded with good enantioselectivities by using the iridium-complex of bis(oxazolinyl)pyridine ligand. The good regio- and enantioselectivities were also achieved in the reaction with alkylamines, p-anisidine, and 4-methoxyphenol. SN - 1347-5223 UR - https://www.unboundmedicine.com/medline/citation/21628906/Regio__and_enantioselective_allylic_substitution_with_less_active_N__or_O_nucleophiles_catalyzed_by_iridium_complex_of_bis_oxazolinyl_pyridine_ DB - PRIME DP - Unbound Medicine ER -