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Volumn 349, Issue 13, 2007, Pages 2177-2181

Synthesis of β-lactams by 4-exo-tet cyclization process induced by electrogenerated cyanomethyl anion, part 2:[1] Stereochemical implications

Author keywords

4 exo tet cyclization; Cathodic reduction; cis lactams; Electrogenerated cyanomethyl anion; Electrosynthesis

Indexed keywords


EID: 34948850748     PISSN: 16154150     EISSN: 15213897     Source Type: Journal    
DOI: 10.1002/adsc.200700156     Document Type: Article
Times cited : (17)

References (24)
  • 1
    • 27644593861 scopus 로고    scopus 로고
    • Part 1: M. Feroci, J. Lessard, M. Orsini, A. Inesi, Tetrahedron Lett. 2005, 46, 8517-8519.
    • Part 1: M. Feroci, J. Lessard, M. Orsini, A. Inesi, Tetrahedron Lett. 2005, 46, 8517-8519.
  • 3
  • 19
    • 34948817962 scopus 로고    scopus 로고
    • Electrolyses carried out at a lower temperature (-20°C) led to lower chemical yields in β-lactams, with no improvement in the dr.
    • Electrolyses carried out at a lower temperature (-20°C) led to lower chemical yields in β-lactams, with no improvement in the dr.
  • 20
    • 34948907617 scopus 로고    scopus 로고
    • An increase in the number of Faradays per mol had no effect, see ref.[1
    • [1]
  • 23
    • 34948814854 scopus 로고    scopus 로고
    • The low yield in cis-β-lactam 2f can be due both to the high steric hindrance of this chiral auxiliary and to the fact that under these experimental conditions part of the auxiliary is removed (either from starting amide 1f or from product 2f). In fact, from the cathodic solution Oppolzer's camphor sultam has been isolated.
    • The low yield in cis-β-lactam 2f can be due both to the high steric hindrance of this chiral auxiliary and to the fact that under these experimental conditions part of the auxiliary is removed (either from starting amide 1f or from product 2f). In fact, from the cathodic solution Oppolzer's camphor sultam has been isolated.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.