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Volumn 52, Issue 37, 1996, Pages 12253-12274

Synthesis of functionalized cyclopropanes by MIRC reactions of aziridinyl-methylenemalonates

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOPROPANE DERIVATIVE;

EID: 0030576897     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4020(96)00712-0     Document Type: Article
Times cited : (20)

References (45)
  • 11
    • 0011898463 scopus 로고
    • (d) Morizawa, Y.; Oshima, K.; Nozaki, H. Israel J. Chem. 1984, 24, 149; and Tetrahedron Lett. 1982, 23, 2871.
    • (1982) Tetrahedron Lett. , vol.23 , pp. 2871
  • 16
    • 0000119467 scopus 로고
    • 6. Preparation of the aziridines, see: (a) Legters, J.; Thijs, L.; Zwanenburg, B. Tetrahedron Lett. 1989, 30, 4881. Legters, J.; Thijs, L.; Zwanenburg, B. Recl. Trav. Chim. Pays-Bas 1992, 111, 1.
    • (1989) Tetrahedron Lett. , vol.30 , pp. 4881
    • Legters, J.1    Thijs, L.2    Zwanenburg, B.3
  • 18
    • 85030275840 scopus 로고
    • Ph.D. Thesis. Univ. of Nijmegen
    • (b) Legters, J. Ph.D. Thesis; 1991. Univ. of Nijmegen.
    • (1991)
    • Legters, J.1
  • 35
    • 85030270468 scopus 로고    scopus 로고
    • note
    • 18. Upon introduction of the tosyl group to 3-alkyl-aziridine esters using tosyl chloride, chloride opened the N-tosyl aziridine esters to a considerable extent after prolonged stirring (2 days). On the other hand, introduction of the mesitylsulfonyl group required stirring for 2 days. This process did not cause aziridine ring opening by chloride. These findings suggest that the mesitylenesulfonyl group activates the aziridine less than the tosyl group does. This might explain the absence of aziridine ring-opened products, such as 11, in the reaction of 3d.
  • 38
    • 33845556967 scopus 로고
    • 21. (a) Cieplak, A. S. J. Am. Chem. Soc. 1981, 103, 4540. Cieplak, A. S.; Tait, B. D.; Johnson, C. R. Ibid, 1989, 111, 8447.
    • (1981) J. Am. Chem. Soc. , vol.103 , pp. 4540
    • Cieplak, A.S.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.