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Volumn 61, Issue 21, 1996, Pages 7452-7454

Efficient and highly selective oxidation of Primary alcohols to aldehydes by N-chlorosuccinimide mediated by oxoammonium salts

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EID: 0001097669     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9609790     Document Type: Article
Times cited : (212)

References (39)
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    • 0001544321 scopus 로고
    • (d) Stevens, R. V.; Chapman, K. T.; Stubbs, C. A.; Tam, W. W.; Albizati, K. F. Tetrahedron Lett. 1982, 23, 4647-4650. (e) Tomioka, H.; Oshima, K.; Nozaki, H. Tetrahedron Lett. 1982, 23, 539-542. (f) Kaneda, K.; Kawanishi, Y.; Jitsukawa, K.; Teranishi, S. Tetrahedron Lett. 1983, 24, 5009-5010. (g) Kanemoto, S.; Tomioka, H.; Oshima, K.; Nozaki, H. Bull. Chem. Soc. Jpn. 1986, 59, 105-108. (h) Rozen, S.; Bareket, Y.; Kol, M. Tetrahedron 1993, 49, 8169-8178.
    • (1982) Tetrahedron Lett. , vol.23 , pp. 4647-4650
    • Stevens, R.V.1    Chapman, K.T.2    Stubbs, C.A.3    Tam, W.W.4    Albizati, K.F.5
  • 5
    • 0343894689 scopus 로고
    • (d) Stevens, R. V.; Chapman, K. T.; Stubbs, C. A.; Tam, W. W.; Albizati, K. F. Tetrahedron Lett. 1982, 23, 4647-4650. (e) Tomioka, H.; Oshima, K.; Nozaki, H. Tetrahedron Lett. 1982, 23, 539-542. (f) Kaneda, K.; Kawanishi, Y.; Jitsukawa, K.; Teranishi, S. Tetrahedron Lett. 1983, 24, 5009-5010. (g) Kanemoto, S.; Tomioka, H.; Oshima, K.; Nozaki, H. Bull. Chem. Soc. Jpn. 1986, 59, 105-108. (h) Rozen, S.; Bareket, Y.; Kol, M. Tetrahedron 1993, 49, 8169-8178.
    • (1982) Tetrahedron Lett. , vol.23 , pp. 539-542
    • Tomioka, H.1    Oshima, K.2    Nozaki, H.3
  • 6
    • 0000319257 scopus 로고
    • (d) Stevens, R. V.; Chapman, K. T.; Stubbs, C. A.; Tam, W. W.; Albizati, K. F. Tetrahedron Lett. 1982, 23, 4647-4650. (e) Tomioka, H.; Oshima, K.; Nozaki, H. Tetrahedron Lett. 1982, 23, 539-542. (f) Kaneda, K.; Kawanishi, Y.; Jitsukawa, K.; Teranishi, S. Tetrahedron Lett. 1983, 24, 5009-5010. (g) Kanemoto, S.; Tomioka, H.; Oshima, K.; Nozaki, H. Bull. Chem. Soc. Jpn. 1986, 59, 105-108. (h) Rozen, S.; Bareket, Y.; Kol, M. Tetrahedron 1993, 49, 8169-8178.
    • (1983) Tetrahedron Lett. , vol.24 , pp. 5009-5010
    • Kaneda, K.1    Kawanishi, Y.2    Jitsukawa, K.3    Teranishi, S.4
  • 7
    • 0001544321 scopus 로고
    • (d) Stevens, R. V.; Chapman, K. T.; Stubbs, C. A.; Tam, W. W.; Albizati, K. F. Tetrahedron Lett. 1982, 23, 4647-4650. (e) Tomioka, H.; Oshima, K.; Nozaki, H. Tetrahedron Lett. 1982, 23, 539-542. (f) Kaneda, K.; Kawanishi, Y.; Jitsukawa, K.; Teranishi, S. Tetrahedron Lett. 1983, 24, 5009-5010. (g) Kanemoto, S.; Tomioka, H.; Oshima, K.; Nozaki, H. Bull. Chem. Soc. Jpn. 1986, 59, 105-108. (h) Rozen, S.; Bareket, Y.; Kol, M. Tetrahedron 1993, 49, 8169-8178.
    • (1986) Bull. Chem. Soc. Jpn. , vol.59 , pp. 105-108
    • Kanemoto, S.1    Tomioka, H.2    Oshima, K.3    Nozaki, H.4
  • 8
    • 0027169263 scopus 로고
    • (d) Stevens, R. V.; Chapman, K. T.; Stubbs, C. A.; Tam, W. W.; Albizati, K. F. Tetrahedron Lett. 1982, 23, 4647-4650. (e) Tomioka, H.; Oshima, K.; Nozaki, H. Tetrahedron Lett. 1982, 23, 539-542. (f) Kaneda, K.; Kawanishi, Y.; Jitsukawa, K.; Teranishi, S. Tetrahedron Lett. 1983, 24, 5009-5010. (g) Kanemoto, S.; Tomioka, H.; Oshima, K.; Nozaki, H. Bull. Chem. Soc. Jpn. 1986, 59, 105-108. (h) Rozen, S.; Bareket, Y.; Kol, M. Tetrahedron 1993, 49, 8169-8178.
    • (1993) Tetrahedron , vol.49 , pp. 8169-8178
    • Rozen, S.1    Bareket, Y.2    Kol, M.3
  • 11
    • 0041936338 scopus 로고
    • and references cited therein
    • (c) Bobbitt, J. M.; Flores, M. C. L. Heterocycles 1988, 27, 509-533 and references cited therein.
    • (1988) Heterocycles , vol.27 , pp. 509-533
    • Bobbitt, J.M.1    Flores, M.C.L.2
  • 16
  • 31
    • 3643074319 scopus 로고    scopus 로고
    • note
    • See ref 7c for similar observations.
  • 32
    • 3643130490 scopus 로고    scopus 로고
    • note
    • Some residual oxidation can be observed when crude commercial NCS is used. It is completely absent when the NCS is recrystallized from toluene before use.
  • 33
    • 85086290773 scopus 로고    scopus 로고
    • note
    • 2 are used as cooxidants, where low yields of aldehydes are obtained. For example, see ref 7a.
  • 34
    • 3643054378 scopus 로고    scopus 로고
    • note
    • The detection level has been estimated by adding known amounts of the corresponding ketone to the crude reaction product. As little as 0.1 mol % can be detected unambiguously by GC on a OV17 capillary column.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.