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Volumn 70, Issue 27-28, 2014, Pages 4257-4263

A general, simple catalyst for enantiospecific cross couplings of benzylic ammonium triflates and boronic acids: No phosphine ligand required

Author keywords

Benzylic electrophiles; Carbon nitrogen bond activation; Enantiospecific cross coupling; Nickel catalysis

Indexed keywords

AMMONIA; BENZILIC ACID; BENZOFURAN DERIVATIVE; BENZYLIC AMMONIUM TRILATE; BORONIC ACID DERIVATIVE; DIBENZOFURAN; PHOSPHINE; TRIFLUOROMETHANESULFONIC ACID; UNCLASSIFIED DRUG;

EID: 84901296158     PISSN: 00404020     EISSN: 14645416     Source Type: Journal    
DOI: 10.1016/j.tet.2014.03.039     Document Type: Article
Times cited : (62)

References (52)
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    • For enantiospecific cross couplings with organozinc reagents, see
    • For enantiospecific cross couplings with organozinc reagents, see: H.M. Wisniewska, E.C. Swift, and E.R. Jarvo J. Am. Chem. Soc. 135 2013 9083
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    • For an enantiospecific coupling of an α-cyanohydrin meslate with a boronic acid, see
    • For an enantiospecific coupling of an α-cyanohydrin meslate with a boronic acid, see: A. He, and J.R. Falck J. Am. Chem. Soc. 132 2010 2524
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    • For examples of the use of chelating groups to accelerate reactions of phenyl-substituted systems, see: (a) A. Correa, T. Leon, and R. Martin J. Am. Chem. Soc. 136 2014 1062
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    • 3 forms of benzyl nickel(II) intermediates have been observed. See
    • 3 forms of benzyl nickel(II) intermediates have been observed. See: R. Matsubara, A.C. Gutierrez, and T.F. Jamison J. Am. Chem. Soc. 133 2011 19020
    • (2011) J. Am. Chem. Soc. , vol.133 , pp. 19020
    • Matsubara, R.1    Gutierrez, A.C.2    Jamison, T.F.3
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    • Oxidative Addition and Reductive Elimination
    • F.R. Hartley, S. Patai, John Wiley & Sons, Ltd New York, NY
    • Retention of configuration is well precedented in reductive elimination. See: (a) J.K. Stille Oxidative Addition and Reductive Elimination F.R. Hartley, S. Patai, The Chemistry of the Metal-Carbon Bond Vol. 2 1985 John Wiley & Sons, Ltd New York, NY 625
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    • Stille, J.K.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.