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Volumn 14, Issue 2, 2008, Pages 664-673

Efficient and convenient heterogeneous palladium-catalyzed regioselective deuteration at the benzylic position

Author keywords

Deuterium; Heterogeneous catalysis; Isotopic labeling; Palladium; Regioselectivity

Indexed keywords

AMINES; CATALYSIS; CATALYSTS; DEUTERIUM; REGIOSELECTIVITY;

EID: 38349054298     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200701147     Document Type: Article
Times cited : (72)

References (118)
  • 12
    • 33746285479 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2006, 45, 1933-1935.
    • (2006) Angew. Chem. Int. Ed , vol.45 , pp. 1933-1935
  • 13
    • 33845375920 scopus 로고
    • For example, see: a
    • For example, see: a) K. Laali, V. Gold, J. Org. Chem. 1986, 51, 2394-2395;
    • (1986) J. Org. Chem , vol.51 , pp. 2394-2395
    • Laali, K.1    Gold, V.2
  • 29
    • 30544450868 scopus 로고
    • As examples of the Ru-catalyzed H-D exchange reaction in the past two decades, see: a
    • As examples of the Ru-catalyzed H-D exchange reaction in the past two decades, see: a) G. M. Rubottom, E. J. Evain, Tetrahedron 1990, 46, 5055-5064;
    • (1990) Tetrahedron , vol.46 , pp. 5055-5064
    • Rubottom, G.M.1    Evain, E.J.2
  • 35
    • 38349049884 scopus 로고    scopus 로고
    • M. H. G. Prechtl, M. Hölscher, Y. Ben-David, N. Theyssen, R. Loshen, D. Milstein, W. Leitner, Angew. Chem. 2007, 119, 2319-2322; Angew. Chem. Int. Ed. 2007, 46, 2269-2272;
    • g) M. H. G. Prechtl, M. Hölscher, Y. Ben-David, N. Theyssen, R. Loshen, D. Milstein, W. Leitner, Angew. Chem. 2007, 119, 2319-2322; Angew. Chem. Int. Ed. 2007, 46, 2269-2272;
  • 37
    • 0031069002 scopus 로고
    • As an example of the Co-catalyzed H-D exchange reaction in the past two decades, see
    • As an example of the Co-catalyzed H-D exchange reaction in the past two decades, see: C. P. Lenges, M. Brookhart, B. E. Grant, J. Organomet. Chem. 1991, 528, 199-203.
    • (1991) J. Organomet. Chem , vol.528 , pp. 199-203
    • Lenges, C.P.1    Brookhart, M.2    Grant, B.E.3
  • 38
    • 33845282738 scopus 로고
    • As examples of the Rh-catalyzed H-D exchange reaction in the past two decades, see: a
    • As examples of the Rh-catalyzed H-D exchange reaction in the past two decades, see: a) J. Blum, I. Amer, K.P.C. Vollhardt, H. Schwarz, G. Höhne. J. Org. Chem. 1987, 52, 2804-2813;
    • (1987) J. Org. Chem , vol.52 , pp. 2804-2813
    • Blum, J.1    Amer, I.2    Vollhardt, K.P.C.3    Schwarz, H.4    Höhne, G.5
  • 45
    • 0024621497 scopus 로고
    • As examples of the Ir-catalyzed H-D exchange reaction in the past two decades, see: a
    • As examples of the Ir-catalyzed H-D exchange reaction in the past two decades, see: a) J. W. Faller. C.J. Smart. Organometallics 1989, 8, 602-609;
    • (1989) Organometallics , vol.8 , pp. 602-609
    • Faller, J.W.1    Smart, C.J.2
  • 60
    • 0006496966 scopus 로고
    • As examples of the Ni-catalyzed H-D exchange reaction in the past two decades, see: a
    • As examples of the Ni-catalyzed H-D exchange reaction in the past two decades, see: a) S. J. Angyal, J. D. Stevens, Carbohydr. Res. 1986, 157, 83-94;
    • (1986) Carbohydr. Res , vol.157 , pp. 83-94
    • Angyal, S.J.1    Stevens, J.D.2
  • 70
    • 21844445702 scopus 로고
    • As examples of the Pt-catalyzed H-D exchange reaction in the past two decades, see: a
    • As examples of the Pt-catalyzed H-D exchange reaction in the past two decades, see: a) C. B. Lebrilla. W. F. Maier, J. Am. Chem. Soc. 1986, 108, 1606-1616;
    • (1986) J. Am. Chem. Soc , vol.108 , pp. 1606-1616
    • Lebrilla, C.B.1    Maier, W.F.2
  • 75
    • 0001545603 scopus 로고
    • As the examples of other transition-metal-catalyzed H-D exchange reaction in last two decades, see: a
    • As the examples of other transition-metal-catalyzed H-D exchange reaction in last two decades, see: a) M. L. Burke, R. J. Madix, J. Am. Chem. Soc. 1991, 113, 4151-4157;
    • (1991) J. Am. Chem. Soc , vol.113 , pp. 4151-4157
    • Burke, M.L.1    Madix, R.J.2
  • 79
    • 33746191861 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2006, 45, 2941 -2944;
    • (2006) Angew. Chem. Int. Ed , vol.45 , pp. 2941-2944
  • 108
    • 0003405157 scopus 로고    scopus 로고
    • 3rd ed, Thieme. Stuttgart
    • b) P. J. Kocicński, Protecting Groups. 3rd ed., Thieme. Stuttgart, 2005, pp. 241-257.
    • (2005) Protecting Groups , pp. 241-257
    • Kocicński, P.J.1
  • 110
    • 38349074709 scopus 로고    scopus 로고
    • 2-benzyl bromide is available from Aldrich [$163.00 per 1 g, product number: 48818-6].
    • 2-benzyl bromide is available from Aldrich [$163.00 per 1 g, product number: 48818-6].
  • 111
    • 0035806018 scopus 로고    scopus 로고
    • Pd/C(en) does not possess a catalyst activity toward the hydrogénation of many reducible functionalities including benzyl ethers, and benzyl alcohols; see K. Hattori, H. Sajiki, K. Hirota, Tertahedron 2001, 57, 4817-4824 and references cited therein.
    • Pd/C(en) does not possess a catalyst activity toward the hydrogénation of many reducible functionalities including benzyl ethers, and benzyl alcohols; see K. Hattori, H. Sajiki, K. Hirota, Tertahedron 2001, 57, 4817-4824 and references cited therein.
  • 116
    • 0003405157 scopus 로고    scopus 로고
    • 3rd ed, Thieme, Stuttgart
    • b) P. J. Kociertski, Protecting Groups. 3rd ed., Thieme, Stuttgart, 2005, pp. 257-269.
    • (2005) Protecting Groups , pp. 257-269
    • Kociertski, P.J.1
  • 118
    • 0003405157 scopus 로고    scopus 로고
    • 3rd ed, Thieme. Stuttgart
    • b) P. J. Kociertski, Protecting Groups. 3rd ed., Thieme. Stuttgart, 2005, pp. 301-305.
    • (2005) Protecting Groups , pp. 301-305
    • Kociertski, P.J.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.