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Volumn 62, Issue 21, 1997, Pages 7330-7335

Regiocontrolled Iodoaminocyclization Reaction of an Ambident Nucleophile Mediated by Basic Metallic Reagent

Author keywords

[No Author keywords available]

Indexed keywords


EID: 0001639730     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo970898j     Document Type: Article
Times cited : (64)

References (29)
  • 2
    • 0000012312 scopus 로고
    • Morrison, J. D., Ed.; Academic Press: Orland, FL
    • (b) Bartlett, P. A. Asymmetric Synthesis; Morrison, J. D., Ed.; Academic Press: Orland, FL, 1984; Vol. 3, p 411.
    • (1984) Asymmetric Synthesis , vol.3 , pp. 411
    • Bartlett, P.A.1
  • 12
    • 85033151623 scopus 로고    scopus 로고
    • note
    • 3 gave a mixture of O- and N-cyclized products in a ratio of 2:1.
  • 18
    • 0030527155 scopus 로고    scopus 로고
    • 4-mediated iodocarbocyclization reaction of alkenylmalonate derivatives and its asymmetric catalysis. Kitagawa, O.; Inoue, T.; Taguchi, T. Rev. Heteroat. Chem. 1996, 15, 243.
    • (1996) Rev. Heteroat. Chem. , vol.15 , pp. 243
    • Kitagawa, O.1    Inoue, T.2    Taguchi, T.3
  • 19
    • 85033143484 scopus 로고    scopus 로고
    • Ethoxycarbonyl isocyanate was purchased from Aldrich Co
    • Ethoxycarbonyl isocyanate was purchased from Aldrich Co.
  • 23
    • 85033146036 scopus 로고    scopus 로고
    • note
    • 3, the reaction hardly proceeded resulting in the recovery of 2f.
  • 25
    • 85033136438 scopus 로고    scopus 로고
    • note
    • Although we also investigated 1,2-asymmetric induction in the reaction of an O-allyl carbamate or urea with a chiral center at the allylic position, high stereoselectivity could not be achieved.
  • 27
    • 85033130772 scopus 로고    scopus 로고
    • note
    • The use of n-BuLi gave 2j with similar high cis-selectivity without formation of dealkoxycarbonylated product 4j (70%, cis-2j/trans-2j = 24).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.