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Gold-Catalyzed Synthesis of 3-Pyrrolidinones and Nitrones from N-Sulfonyl Hydroxylamines via Oxygen-Transfer Redox and 1,3-Sulfonyl Migration

Authors
Yeom, Hyun-SukSo, EunsuShin, Seunghoon
Issue Date
Dec-2011
Publisher
WILEY-V C H VERLAG GMBH
Keywords
gold; homogeneous catalysis; hydroxylamines; nitrones; pyrrolidinones; redox chemistry
Citation
CHEMISTRY-A EUROPEAN JOURNAL, v.17, no.6, pp.1764 - 1767
Indexed
SCIE
SCOPUS
Journal Title
CHEMISTRY-A EUROPEAN JOURNAL
Volume
17
Number
6
Start Page
1764
End Page
1767
URI
https://scholarworks.bwise.kr/hanyang/handle/2021.sw.hanyang/144812
DOI
10.1002/chem.201002863
ISSN
0947-6539
Abstract
Golden touch: Gold-catalyzed reaction of N-sulfonyl hydroxylamines with terminal alkyne led to 3-pyrrolidinones by means of an oygen-transfer redox reaction. This protocol constitutes a direct method for forming α-amino carbonyl compounds. In sharp contrast, those with internal alkynes underwent 1,3-sulfonyl migration leading to 3-sulfonyl cyclic nitrones.
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COLLEGE OF NATURAL SCIENCES (DEPARTMENT OF CHEMISTRY)
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