Cyclization and ring-expansion reactions involving reductive formation and oxidative ring-opening of cyclopropanol derivatives

Chemistry Letters

Volumn 34, Issue 12, 2005, Pages 1688-1689

  Hasegawa, Eietsu ^a   Tsuchida, Hiroyuki ^a   Tamura, Mutsuko ^a  

^a NIIGATA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33644522056     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2005.1688     Document Type: Article

References (27)

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16. 14 = 1/5) gave 2b (0.44 mmol, 88%). 2a, 2d, 2e, and 4 were similarly prepared (2a 42%, 2d 80%, 2e 88%, 4 16%).
17. 6 could promote the conversion of 2e to 7e in MeCN without further base treatment.
18. 2) gave 7b (0.36 mmol). Reactions of 2d, 2e, and 4 were similarly performed. In the case of 2a, NaOAc was not necessary to obtain 6.
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23. 14 = 1/1, twice) of the remained part gave 16 (0.016 mmol, 3%). Reactions of 1c, 1d, and 4 were similarly performed. In the case of 1a, the heating was not performed.
24. 3 acts as a Lewis acid in the absence of pyridine since Lewis acids are known to prefer similar regioselective bond cleavage of cyclopropanols incorporated in bicyclic systems (S. Murai, T. Aya, T. Renge, I. Ryu, and N. Sonoda, J. Org. Chem., 39, 858 (1974);
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