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Volumn 81, Issue 4, 2008, Pages 506-514

Regio- and stereoselective additions of diphenyldithiophosphinic acid to N-(1-alkynyl)amides and 1-alkynyl sulfides

Author keywords

[No Author keywords available]

Indexed keywords

CATIONIC INTERMEDIATES; NUCLEOPHILIC ADDITIONS; STEREOSELECTIVE ADDITIONS;

EID: 58149310515     PISSN: 00092673     EISSN: 13480634     Source Type: Journal    
DOI: 10.1246/bcsj.81.506     Document Type: Article
Times cited : (25)

References (33)
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  • 4
    • 0035801916 scopus 로고    scopus 로고
    • Reviews on the chemistry of N-(l-alkynyl)amides, socalled ynamides: a) C. A. Zificsak, J. A. Mulder, R. P. Hsung, C. Rameshkumar, L.-L. Wei, Tetrahedron 2001, 57, 7575.
    • Reviews on the chemistry of N-(l-alkynyl)amides, socalled ynamides: a) C. A. Zificsak, J. A. Mulder, R. P. Hsung, C. Rameshkumar, L.-L. Wei, Tetrahedron 2001, 57, 7575.
  • 6
    • 58149313187 scopus 로고    scopus 로고
    • ed. by A. de Meijere, Thieme, Stuttgart, Chap. 24.4.4.2
    • c) B. Witulski, C. Alayrac, in Science of Synthesis, ed. by A. de Meijere, Thieme, Stuttgart, 2005, Vol. 24, Chap. 24.4.4.2.
    • (2005) Science of Synthesis , vol.24
    • Witulski, B.1    Alayrac, C.2
  • 7
    • 0000967977 scopus 로고    scopus 로고
    • BrØnsted acid-catalyzed addition reaction of allyl or propargyl alcohol followed by Claisen rearrangement: a J. A. Mulder, R. P. Hsung, M. O. Frederick, M. R. Tracey, C. A. Zificsak, Org. Lett. 2002, 4, 1383
    • BrØnsted acid-catalyzed addition reaction of allyl or propargyl alcohol followed by Claisen rearrangement: a) J. A. Mulder, R. P. Hsung, M. O. Frederick, M. R. Tracey, C. A. Zificsak, Org. Lett. 2002, 4, 1383.
  • 14
    • 58149312167 scopus 로고    scopus 로고
    • A review on the chemistry of 1-alkynyl sulfides: V. A. Potapov, B. A. Trofimov, in Science of Synthesis, ed. by A. de Meijere, Thieme, Stuttgart, 2005, 24, Chap. 24.4.3.
    • A review on the chemistry of 1-alkynyl sulfides: V. A. Potapov, B. A. Trofimov, in Science of Synthesis, ed. by A. de Meijere, Thieme, Stuttgart, 2005, Vol. 24, Chap. 24.4.3.
  • 15
    • 34250321730 scopus 로고    scopus 로고
    • Addition to 1-alkynyl sulfides under acidic conditions: a F. Manarin, J. A. Roehrs, M. Prigol, D. Alves, C. W. Nogueira, G. Zeni, Tetrahedron Lett. 2007, 48, 4805.
    • Addition to 1-alkynyl sulfides under acidic conditions: a) F. Manarin, J. A. Roehrs, M. Prigol, D. Alves, C. W. Nogueira, G. Zeni, Tetrahedron Lett. 2007, 48, 4805.
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    • 58149309503 scopus 로고    scopus 로고
    • W. Dölling, in Science of Synthesis, ed. by A. de Meijere, Thieme, Stuttgart, 2005, 24, Chap. 24.2.11; 2005, 24, Chap. 24.2.13.
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    • This work was communicated: H. Yasui, H. Yorimitsu, K. Oshima, Chem. Lett. 2008, 37, 40
    • This work was communicated: H. Yasui, H. Yorimitsu, K. Oshima, Chem. Lett. 2008, 37, 40.
  • 19
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    • Syn addition to ynamides under BroØnsted acid catalysis was reported in Ref. 3d.
    • Syn addition to ynamides under BroØnsted acid catalysis was reported in Ref. 3d.
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    • 58149290908 scopus 로고    scopus 로고
    • tBuLi was needed is not clear.
    • tBuLi was needed is not clear.
  • 26
    • 0001912399 scopus 로고    scopus 로고
    • a fPhSH, in DMSO) = 9.8:
    • a fPhSH, in DMSO) = 9.8:
  • 31
    • 58149278438 scopus 로고    scopus 로고
    • This operation converted dodecylthiolithium to 2-dodecylthioethanol. Without this, separation of the product 12 and dodecanethiol was difficult
    • This operation converted dodecylthiolithium to 2-dodecylthioethanol. Without this, separation of the product 12 and dodecanethiol was difficult.


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