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Volumn 129, Issue 22, 2007, Pages 6996-6997

Synthesis of bulky phosphines by rhodium-catalyzed formal [2 + 2 + 2] cycloaddition reactions of tethered diynes with 1-alkynylphosphine sulfides

Author keywords

[No Author keywords available]

Indexed keywords

ALKYNE DERIVATIVE; DICHLOROMETHANE; IRIDIUM; PHOSPHINE DERIVATIVE; RHODIUM;

EID: 34250210543     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja071622o     Document Type: Article
Times cited : (73)

References (33)
  • 1
    • 20544450502 scopus 로고    scopus 로고
    • 2nd ed, de Meijere, A, Diederich, F, Eds, Wiley-VCH: Weinheim, Germany
    • (a) Metal-Catalyzed Cross-Coupling Reactions, 2nd ed.; de Meijere, A., Diederich, F., Eds.; Wiley-VCH: Weinheim, Germany, 2004.
    • (2004) Metal-Catalyzed Cross-Coupling Reactions
  • 8
    • 0034714545 scopus 로고    scopus 로고
    • Recent examples: (a) Tomori, H.; Fox, J. M.; Buchwald, S. L. J. Org. Chem. 2000, 65, 5334-5341.
    • Recent examples: (a) Tomori, H.; Fox, J. M.; Buchwald, S. L. J. Org. Chem. 2000, 65, 5334-5341.
  • 14
    • 1642413454 scopus 로고    scopus 로고
    • and refs cited therein
    • (e) Korff, C.; Helmchen, G. Chem. Commun. 2004, 530-531 and refs cited therein.
    • (2004) Chem. Commun , pp. 530-531
    • Korff, C.1    Helmchen, G.2
  • 21
    • 33646053203 scopus 로고    scopus 로고
    • Rhodium-catalyzed cycloaddition reactions of N-(1-alkynyl)amides have been reported: (a) Tanaka, K.; Takeishi, K.; Noguchi, K. J. Am. Chem. Soc. 2006, 128, 4586-4587.
    • Rhodium-catalyzed cycloaddition reactions of N-(1-alkynyl)amides have been reported: (a) Tanaka, K.; Takeishi, K.; Noguchi, K. J. Am. Chem. Soc. 2006, 128, 4586-4587.
  • 25
    • 34250771917 scopus 로고    scopus 로고
    • Tanaka et al. have reported asymmetric synthesis of tetra-ortho- substituted axially chiral biaryl phosphorus compounds by using rhodium-catalyzed formal [2 + 2 + 2] cycloaddition: Nishida, G.; Noguchi, K.; Hirano, M.; Tanaka, K. Angew. Chem., Int. Ed. 2007, early view. DOI: 10.1002/anie.200700064.
    • Tanaka et al. have reported asymmetric synthesis of tetra-ortho- substituted axially chiral biaryl phosphorus compounds by using rhodium-catalyzed formal [2 + 2 + 2] cycloaddition: Nishida, G.; Noguchi, K.; Hirano, M.; Tanaka, K. Angew. Chem., Int. Ed. 2007, early view. DOI: 10.1002/anie.200700064.
  • 29
    • 34250161393 scopus 로고    scopus 로고
    • We performed the reaction of 2,6-diphenylphenyllithium with chlorodiphenylphosphine. However, the corresponding bulky phosphine, diphenyl-(2,6-diphenylphenyl)phosphine, was obtained in only 22% yield, along with a significant amount of m-terphenyl. See Supporting Information.
    • We performed the reaction of 2,6-diphenylphenyllithium with chlorodiphenylphosphine. However, the corresponding bulky phosphine, diphenyl-(2,6-diphenylphenyl)phosphine, was obtained in only 22% yield, along with a significant amount of m-terphenyl. See Supporting Information.
  • 30
    • 34250182844 scopus 로고    scopus 로고
    • When (R)-tol-BINAP was used as a ligand, a 55% ee of 3hg was obtained in 72% yield.
    • When (R)-tol-BINAP was used as a ligand, a 55% ee of 3hg was obtained in 72% yield.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.