A GaCl3-catalyzed [4+1] cycloaddition of α,β-unsaturated carbonyl compounds and isocyanides leading to unsaturated γ-lactone derivatives

Journal of the American Chemical Society

Volumn 125, Issue 26, 2003, Pages 7812-7813

  Chatani, Naoto ^a   Oshita, Masayuki ^a   Tobisu, Mamoru ^a   Ishii, Yutaka ^a   Murai, Shinji ^a  

^a OSAKA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CARBONYL DERIVATIVE; GALLIUM CHLORIDE; GAMMA LACTONE DERIVATIVE; ISOCYANIC ACID DERIVATIVE; NICKEL; TITANIUM;

ARTICLE; CATALYSIS; COMPLEX FORMATION; CYCLIZATION; CYCLOADDITION; ISOMERISM; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION ANALYSIS;

EID: 0038541773     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja035014u     Document Type: Article

References (32)

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25. 3 as a catalyst, see: Yonehara, F.; Kido, Y.; Morita, S.; Yamaguchi, M. J. Am. Chem. Soc. 2001, 123, 11310. Kobayashi, K.; Arisawa, M.; Yamaguchi, M. J. Am. Chem. Soc. 2002, 124, 8528. Chatani, N.; Inoue, H.; Kotsuma, T.; Murai, S. J. Am. Chem. Soc. 2002, 124, 10294.
26. 3 as a catalyst, see: Yonehara, F.; Kido, Y.; Morita, S.; Yamaguchi, M. J. Am. Chem. Soc. 2001, 123, 11310. Kobayashi, K.; Arisawa, M.; Yamaguchi, M. J. Am. Chem. Soc. 2002, 124, 8528. Chatani, N.; Inoue, H.; Kotsuma, T.; Murai, S. J. Am. Chem. Soc. 2002, 124, 10294.
27. 3 as a catalyst, see: Yonehara, F.; Kido, Y.; Morita, S.; Yamaguchi, M. J. Am. Chem. Soc. 2001, 123, 11310. Kobayashi, K.; Arisawa, M.; Yamaguchi, M. J. Am. Chem. Soc. 2002, 124, 8528. Chatani, N.; Inoue, H.; Kotsuma, T.; Murai, S. J. Am. Chem. Soc. 2002, 124, 10294.
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29. All new compounds were characterized by NMR, IR, mass spectral data, and elemental analyses or high-resolution mass spectrometry. See Supporting Information.
30. 2AlCl as the catalyst did not give the corresponding products.
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32. A byproduct that consists of two molecules of ketone and one molecule of isocyanide was observed by GC-MS in the reaction of 9.