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Volumn , Issue 25, 2006, Pages 2664-2666

Lithium amide conjugate addition for the asymmetric synthesis of 3-aminopyrrolidines

Author keywords

[No Author keywords available]

Indexed keywords

3 METHOXY 4 METHYLAMINOPYRROLIDINE; AMIDE; LITHIUM AMIDE; LITHIUM DERIVATIVE; METHYL 4 (N BENZYL N ALLYLAMINO)BUT 2 ENOATE; PYRROLIDINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 33745193911     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b604835h     Document Type: Article
Times cited : (22)

References (32)
  • 21
    • 24344501374 scopus 로고    scopus 로고
    • Methyl 4-(N-benzyl-N-allylamino)but-2-enoate 4 can be prepared readily on a multigram scale by addition of N-benzyl-N-allylamine to methyl 4-bromocrotonate
    • S. G. Davies A. D. Smith P. D. Price Tetrahedron: Asymmetry 2005 16 2833
    • (2005) Tetrahedron: Asymmetry , vol.16 , pp. 2833
    • Davies, S.G.1    Smith, A.D.2    Price, P.D.3
  • 22
    • 33745196322 scopus 로고    scopus 로고
    • 1H NMR spectroscopic analysis of the crude reaction product The absolute configuration of 5 was assigned as (3R,αS) by analogy with previous models developed to explain the stereoselectivity observed during addition of lithium amide 3 to α,β-unsaturated acceptors; see
    • 1H NMR spectroscopic analysis of the crude reaction product
  • 24
    • 33751183730 scopus 로고
    • 1H NMR studies of the corresponding Mosher's amides of pyrrolidinone 17, obtained in 89% yield via hydrogenolysis of 6, and comparison with an authentic racemic standard.
    • F. Garro-Helion A. Merzouk G. Guibé J. Org. Chem. 1993 58 6109
    • (1993) J. Org. Chem. , vol.58 , pp. 6109
    • Garro-Helion, F.1    Merzouk, A.2    Guibé, G.3
  • 25
    • 33745194695 scopus 로고    scopus 로고
    • note
    • (R)-(+)-3-Aminopyrrolidine (> 98% e.e.) is commercially available from Aldrich


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.