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Volumn 18, Issue 1, 2016, Pages 136-139

Nickel-Catalyzed Borylation of Benzylic Ammonium Salts: Stereospecific Synthesis of Enantioenriched Benzylic Boronates

Author keywords

[No Author keywords available]

Indexed keywords

AMMONIUM DERIVATIVE; BENZYL DERIVATIVE; BORONIC ACID DERIVATIVE; NICKEL;

EID: 84953258263     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/acs.orglett.5b03455     Document Type: Article
Times cited : (105)

References (66)
  • 24
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    • For the related diboration of imines, see: Hong, K.; Morken, J. P. J. Am. Chem. Soc. 2013, 135, 9252 10.1021/ja402569j
    • (2013) J. Am. Chem. Soc. , vol.135 , pp. 9252
    • Hong, K.1    Morken, J.P.2
  • 40
    • 84953791790 scopus 로고    scopus 로고
    • just accepted
    • During the preparation of this manuscript, Shi reported a nickel-catalyzed borylation of aryl and benzylic ammonium salts, including one stereospecific example. See: Hu, J.; Sun, H.; Cai, W.; Pu, X.; Zhang, Y.; Shi, Z. J. Org. Chem. 2015, just accepted, DOI: 10.1021/acs.joc.5b02557.
    • (2015) J. Org. Chem.
    • Hu, J.1    Sun, H.2    Cai, W.3    Pu, X.4    Zhang, Y.5    Shi, Z.6
  • 46
    • 84878653240 scopus 로고    scopus 로고
    • For an alternative approach to racemic secondary benzylic boronates, see: Cho, S. H.; Hartwig, J. F. J. Am. Chem. Soc. 2013, 135, 8157 10.1021/ja403462b
    • (2013) J. Am. Chem. Soc. , vol.135 , pp. 8157
    • Cho, S.H.1    Hartwig, J.F.2
  • 52
    • 84891583943 scopus 로고    scopus 로고
    • Wiley-VCH Verlag GmbH & Co. KGaA: Weinheim.
    • Nugent, T. C. Chiral Amine Synthesis; Wiley-VCH Verlag GmbH & Co. KGaA: Weinheim, 2010.
    • (2010) Chiral Amine Synthesis
    • Nugent, T.C.1
  • 61
    • 84899023842 scopus 로고    scopus 로고
    • and ref 14e
    • Nickel-catalyzed borylation via cleavage of aryl C-N bonds has been demonstrated. For example, see: Tobisu, M.; Nakamura, K.; Chatani, N. J. Am. Chem. Soc. 2014, 136, 5587 and ref 14e 10.1021/ja501649a
    • (2014) J. Am. Chem. Soc. , vol.136 , pp. 5587
    • Tobisu, M.1    Nakamura, K.2    Chatani, N.3
  • 66
    • 84946716408 scopus 로고    scopus 로고
    • For a similar substituent effect study, see: Mendis, S. N.; Tunge, J. A. Org. Lett. 2015, 17, 5164 10.1021/acs.orglett.5b02410
    • (2015) Org. Lett. , vol.17 , pp. 5164
    • Mendis, S.N.1    Tunge, J.A.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.