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Volumn 74, Issue 9, 2009, Pages 3599-3602

Lewis base-promoted hydrosilylation of cyclic malonates: Synthesis of β-substituted aldehydes and γ-substituted amines

Author keywords

[No Author keywords available]

Indexed keywords

LEWIS BASE; MALONATES; ONE POT; PRIMARY ALCOHOLS; PROPYLAMINES; SUBSEQUENT HYDROLYSIS;

EID: 66449128829     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo900390d     Document Type: Article
Times cited : (22)

References (25)
  • 2
    • 66449116743 scopus 로고    scopus 로고
    • Aldehydes In Science of Synthesis; Brückner, R., Ed.; Georg Thieme Verlag: Stuttgart, Germany, 2006; 25, Chapter 25.1-25.9, pp 1-897.
    • (b) Aldehydes In Science of Synthesis; Brückner, R., Ed.; Georg Thieme Verlag: Stuttgart, Germany, 2006; Vol. 25, Chapter 25.1-25.9, pp 1-897.
  • 3
    • 33750370778 scopus 로고    scopus 로고
    • For a recent comprehensive review, see:, Brückner, R, Ed, Georg Thieme Verlag: Stuttgart, Germany, Chapter 25.1.4; pp
    • For a recent comprehensive review, see: Harcken, C. Science of Synthesis; Brückner, R., Ed.; Georg Thieme Verlag: Stuttgart, Germany, 2006; Vol. 25, Chapter 25.1.4; pp 65-136.
    • (2006) Science of Synthesis , vol.25 , pp. 65-136
    • Harcken, C.1
  • 17
    • 66449094476 scopus 로고    scopus 로고
    • In the conversion of 3b to 2b with PhSiH3 (3 equiv) at room temperature a range of Lewis bases (0.5 equiv) were tested. After 2 h the reactions were quenched with water and the 1H NMR conversions were as follows: triethylamine (49, 4-(N,N-dimethylamino)pyridine (49, N-methylmorpholine N-oxide (45, N,N- diiosopropylethylamine (40, 1,8-diazabicyclo[5.4.0]undec-7-ene (30, N,N-dimethylformamide (0, dimethyl sulfoxide (0, and triph-enylphosphine 0
    • In the conversion of 3b to 2b with PhSiH3 (3 equiv) at room temperature a range of Lewis bases (0.5 equiv) were tested. After 2 h the reactions were quenched with water and the 1H NMR conversions were as follows: triethylamine (49%), 4-(N,N-dimethylamino)pyridine (49%), N-methylmorpholine N-oxide (45%), N,N- diiosopropylethylamine (40%), 1,8-diazabicyclo[5.4.0]undec-7-ene (30%), N,N-dimethylformamide (0%), dimethyl sulfoxide (0%), and triph-enylphosphine (0%).
  • 18
    • 0035974365 scopus 로고    scopus 로고
    • For the synthesis of 5-monoalkyl Meldrum's acid derivatives, see: (a) Bigi, F.; Carloni, S.; Ferrari, L.; Maggi, R.; Mazzacani, A.; Sartori, G. Tetrahedron Lett. 2001, 42, 5203-5205.
    • For the synthesis of 5-monoalkyl Meldrum's acid derivatives, see: (a) Bigi, F.; Carloni, S.; Ferrari, L.; Maggi, R.; Mazzacani, A.; Sartori, G. Tetrahedron Lett. 2001, 42, 5203-5205.
  • 21
    • 84890766709 scopus 로고    scopus 로고
    • For recent accounts of tandem or domino organic reactions, see: a, Wiley-VCH: Weinheim, Germany
    • For recent accounts of tandem or domino organic reactions, see: (a) Tietze, L. F.; Brasche, G.; Gericke, K. Domino Reactions in Organic Synthesis; Wiley-VCH: Weinheim, Germany, 2006.
    • (2006) Domino Reactions in Organic Synthesis
    • Tietze, L.F.1    Brasche, G.2    Gericke, K.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.