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Volumn 73, Issue 6, 2008, Pages 2270-2274

Hot water-promoted ring-opening of epoxides and aziridines by water and other nucleopliles

Author keywords

[No Author keywords available]

Indexed keywords

AMINES; HYDROLYSIS; NUCLEOPHILES; PHENOLS; SOLVENTS; WATER;

EID: 41849088108     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo702401t     Document Type: Article
Times cited : (213)

References (74)
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    • (b) Li, C. J. Chem. Rev. 2005, 105, 3095.
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    • For recent reviews on ring-opening reactions of epoxides, see
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    • (1984) Synthesis , pp. 629
    • Smith, J.G.1
  • 25
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    • For recent reviews on ring-opening reactions of aziridines, see
    • For recent reviews on ring-opening reactions of aziridines, see: Hu, X. E. Tetrahedron 2004, 60, 2701.
    • (2004) Tetrahedron , vol.60 , pp. 2701
    • Hu, X.E.1
  • 29
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    • For resent examples of aminolysis of epoxides, see: a
    • For resent examples of aminolysis of epoxides, see: (a) Pujala, S. B.; Chakraborti, A. K. J. Org. Chem. 2007, 72, 3713.
    • (2007) J. Org. Chem , vol.72 , pp. 3713
    • Pujala, S.B.1    Chakraborti, A.K.2
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    • For recent examples of aminolysis of aziridines, see: a
    • For recent examples of aminolysis of aziridines, see: (a) Hou, X.-L.; Fan, R.-H.; Dai, L.-X. J. Org. Chem. 2002, 67, 5295.
    • (2002) J. Org. Chem , vol.67 , pp. 5295
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  • 40
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    • For recent examples of azidolysis of epoxides and aziridines, see: a
    • For recent examples of azidolysis of epoxides and aziridines, see: (a) Sabitha, G.; Babu, R. S.; Rajkumar, M.; Yadav, J. S. Org. Lett. 2002, 4, 343.
    • (2002) Org. Lett , vol.4 , pp. 343
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  • 51
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    • For resent examples of thiolysis of aziridines, see: a
    • For resent examples of thiolysis of aziridines, see: (a) Reddy, M. S.; Narender, M.; Rao, K. R. Synlett 2005, 489.
    • (2005) Synlett , pp. 489
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    • For resent reviews on organic reactions in high-temperature water, see: a, Lindstrom, U. M, Ed, Blackwell: Oxford, UK
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    • Compound 5 is an inseparable 3.7:1 mixture of two diastereomers. It was prepared from geranylacetone by Shi enantioselective double epoxidation. Wang, Z.-X.; Tu, Y.: Frohn, M.; Zhang, J.-R.; Shi, Y. J. Am. Chem. Soc. 1997, 119, 11224.
    • Compound 5 is an inseparable 3.7:1 mixture of two diastereomers. It was prepared from geranylacetone by Shi enantioselective double epoxidation. Wang, Z.-X.; Tu, Y.: Frohn, M.; Zhang, J.-R.; Shi, Y. J. Am. Chem. Soc. 1997, 119, 11224.
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    • Styrene oxide was not soluble in water at room temperature but it dissolved at 60 °C. (a) Akerlof, G. C.; Oshry, H. I. J. Am. Chem. Soc. 1950, 72, 2844.
    • Styrene oxide was not soluble in water at room temperature but it dissolved at 60 °C. (a) Akerlof, G. C.; Oshry, H. I. J. Am. Chem. Soc. 1950, 72, 2844.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.