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Volumn 71, Issue 20, 2006, Pages 7919-7922

Efficient nitro-aldol reaction using SmI2: A new route to nitro alcohols under very mild conditions

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOLS; ALDEHYDES; BROMINE COMPOUNDS; NITROGEN COMPOUNDS;

EID: 33749144495     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo061465w     Document Type: Article
Times cited : (30)

References (48)
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    • (1991) Comprehensive Organic Synthesis , vol.2 , pp. 321-340
    • Rosini, G.1
  • 17
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    • and ref 2
    • (d) Luzzio, F. A. Tetrahedron 2001, 57, 915-945 and ref 2.
    • (2001) Tetrahedron , vol.57 , pp. 915-945
    • Luzzio, F.A.1
  • 24
    • 0000104215 scopus 로고
    • Trost, B. M., Fleming, I., Eds.; Pergamon Press: Oxford
    • (c) Molander, G. A. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon Press: Oxford, 1991; Vol. 1, pp 251-282.
    • (1991) Comprehensive Organic Synthesis , vol.1 , pp. 251-282
    • Molander, G.A.1
  • 25
    • 0001367782 scopus 로고
    • Paquette, L. A., Ed.; John Wiley: New York
    • (d) Molander, G. A. In Organic Reactions; Paquette, L. A., Ed.; John Wiley: New York, 1994; pp 211-367.
    • (1994) Organic Reactions , pp. 211-367
    • Molander, G.A.1
  • 30
    • 0346787791 scopus 로고    scopus 로고
    • (i) Kagan, H. B. Tetrahedron 2003, 59, 10351-10372.
    • (2003) Tetrahedron , vol.59 , pp. 10351-10372
    • Kagan, H.B.1
  • 32
    • 0041409651 scopus 로고    scopus 로고
    • gem-Halo nitro derivatives could be important starting materials in organic chemistry. However, scarce examples of their synthetic applications have been reported: (a) Ballini, R.; Fiorini, D.; Palmieri, A. Synlett 2003, 1704-1706.
    • (2003) Synlett , pp. 1704-1706
    • Ballini, R.1    Fiorini, D.2    Palmieri, A.3
  • 44
    • 33749133508 scopus 로고    scopus 로고
    • note
    • 3, 3a was similarly obtained with a yield ranging between 72% and 89%.
  • 45
    • 33745424910 scopus 로고
    • The addition of the anion to 5 takes place under nonchelation control, in agreement with other previously reported addition of nucleophiles to N,N-dibenzy α-aminoaldehydes: (a) Reetz, M. T. Angew. Chem., Int. Ed. 1991, 30, 1531-1546.
    • (1991) Angew. Chem., Int. Ed. , vol.30 , pp. 1531-1546
    • Reetz, M.T.1
  • 46
    • 0000763561 scopus 로고    scopus 로고
    • (b) Reetz, M. T. Chem. Rev. 1999, 99, 1121-1162.
    • (1999) Chem. Rev. , vol.99 , pp. 1121-1162
    • Reetz, M.T.1
  • 47
    • 33749127739 scopus 로고    scopus 로고
    • note
    • R 34.9 and 37.5 min.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.