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ring-expansion reaction of oximes with aluminum reductants与铝还原剂ring-expansion肟的反应
Molecules 2012, 17, 7348-7355; doi:10.3390/molecule
OPEN ACCESS
molecules
ISSN 1420-3049
/journal/molecules
Article
Ring-Expansion Reaction of Oximes with Aluminum Reductants
Hidetsura Cho 1,2,*, Yusuke Iwama 2, Nakako Mitsuhashi 2, Kenji Sugimoto 2, Kentaro Okano 2
and Hidetoshi Tokuyama 2,*
1 Graduate School of Science, Tohoku University, 6-3 Aoba, Aramaki, Aoba-ku,
Sendai 980-8578, Japan
2 Graduate School of Pharmaceutical Sciences, Tohoku University, 6-3 Aoba, Aramaki, Aoba-ku,
Sendai 980-8578, Japan
* Authors to whom correspondence should be addressed;
E-Mails: hcho@mail.pharm.tohoku.ac.jp (H.C.); tokuyama@mail.pharm.tohoku.ac.jp (H.T.);
Tel.: +81-22-795-6887 (H.T.); Fax: +81-22-795-6877 (H.T.).
Received: 5 April 2012; in revised form: 4 June 2012 / Accepted: 7 June 2012 /
Published: 14 June 2012
Abstract: The ring-expansion reactions of heterocyclic ketoximes and carbocyclic
t
ketoximes with several reductants such as AlHCl , AlH (alane), LiAlH , LiAlH(O Bu) ,
2 3 4 3
and (MeOCH CH O) AlH Na (Red-Al) were examined. Among reductants, AlHCl
2 2 2 2 2
(LiAlH :AlCl = 1:3) in cyclopentyl methyl ether (CPME) has been found to be a s
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