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Volumn 5, Issue 1, 1999, Pages 187-197

Synthesis of functionalized cyclophanes by ring-opening/ring-closure cascade reactions of siloxycyclopropanes

Author keywords

Cyclophanes; Cyclopropanecarboxylates; Enones; Macrocyclic ligands; Michael additions

Indexed keywords

ALICYCLIC HYDROCARBON; CYCLOPHANE DERIVATIVE; DIMER; FUNCTIONAL GROUP; METHYL 2 ALKENYL 2 SILOXYCYCLOPROPANE CARBOXYLIC ACID DERIVATIVE; MONOMER; SILOXYCYCLOPROPANE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0032926081     PISSN: 09476539     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1521-3765(19990104)5:1<187::AID-CHEM187>3.0.CO;2-D     Document Type: Article
Times cited : (19)

References (21)
  • 1
    • 0003438822 scopus 로고
    • Teubner, Stuttgart
    • F. Vögtle, Cyclophan-Chemie, Teubner, Stuttgart, 1990; F. Diederich, Cyclophanes, The Royal Society of Chemistry, 1991; Molecular recognition: receptors for molecular guests in Comprehensive Supramolecular Chemistry, Vol. 2 (Vol. Ed.: F. Vögtle), Pergamon, Oxford, 1996, ch. 5-9.
    • (1990) Cyclophan-Chemie
    • Vögtle, F.1
  • 2
    • 0003825877 scopus 로고
    • The Royal Society of Chemistry
    • F. Vögtle, Cyclophan-Chemie, Teubner, Stuttgart, 1990; F. Diederich, Cyclophanes, The Royal Society of Chemistry, 1991; Molecular recognition: receptors for molecular guests in Comprehensive Supramolecular Chemistry, Vol. 2 (Vol. Ed.: F. Vögtle), Pergamon, Oxford, 1996, ch. 5-9.
    • (1991) Cyclophanes
    • Diederich, F.1
  • 4
    • 0003699562 scopus 로고
    • Wiley, Chichester
    • J.-M. Lehn, Supramolecular Chemistry, Wiley, Chichester, 1995; F. Vögtle, Supramolekulare Chemie, Teubner, Stuttgart, 1992.
    • (1995) Supramolecular Chemistry
    • Lehn, J.-M.1
  • 5
    • 0003916383 scopus 로고
    • Teubner, Stuttgart
    • J.-M. Lehn, Supramolecular Chemistry, Wiley, Chichester, 1995; F. Vögtle, Supramolekulare Chemie, Teubner, Stuttgart, 1992.
    • (1992) Supramolekulare Chemie
    • Vögtle, F.1
  • 6
    • 0344260519 scopus 로고    scopus 로고
    • Dissertation, Technische Universität Dresden
    • A. Ullmann, Dissertation, Technische Universität Dresden, 1998.
    • (1998)
    • Ullmann, A.1
  • 9
    • 0001475658 scopus 로고
    • For examples of intermolecular Michael additions involving related siloxycyclopropanes: a) E. L. Grimm, R. Zschiesche, H.-U. Reißig, J. Org. Chem. 1985, 50, 5543; b) R. Zschiesche, H.-U. Reißig, Liebigs Ann. Chem. 1988, 1165; c) J. Schnaubelt, R. Zschiesche, H.-U. Reißig, H. J. Lindner, J. Richter, Liebigs Ann. Chem. 1993, 61.
    • (1985) J. Org. Chem. , vol.50 , pp. 5543
    • Grimm, E.L.1    Zschiesche, R.2    Reißig, H.-U.3
  • 10
    • 84985200176 scopus 로고
    • For examples of intermolecular Michael additions involving related siloxycyclopropanes: a) E. L. Grimm, R. Zschiesche, H.-U. Reißig, J. Org. Chem. 1985, 50, 5543; b) R. Zschiesche, H.-U. Reißig, Liebigs Ann. Chem. 1988, 1165; c) J. Schnaubelt, R. Zschiesche, H.-U. Reißig, H. J. Lindner, J. Richter, Liebigs Ann. Chem. 1993, 61.
    • (1988) Liebigs Ann. Chem. , pp. 1165
    • Zschiesche, R.1    Reißig, H.-U.2
  • 11
    • 84986660224 scopus 로고
    • For examples of intermolecular Michael additions involving related siloxycyclopropanes: a) E. L. Grimm, R. Zschiesche, H.-U. Reißig, J. Org. Chem. 1985, 50, 5543; b) R. Zschiesche, H.-U. Reißig, Liebigs Ann. Chem. 1988, 1165; c) J. Schnaubelt, R. Zschiesche, H.-U. Reißig, H. J. Lindner, J. Richter, Liebigs Ann. Chem. 1993, 61.
    • (1993) Liebigs Ann. Chem. , pp. 61
    • Schnaubelt, J.1    Zschiesche, R.2    Reißig, H.-U.3    Lindner, H.J.4    Richter, J.5
  • 17
    • 0002757876 scopus 로고
    • The common methods of cyclization fail for [n]paracyclophanes where n<9 (see ref. [1]). Although [8]metacyclophanes are well known, cyclization of 9 may be rather unfavourable because of steric hindrance. For the synthesis of strained [n]cyclophanes see: Y. Tobe, Top. Curr. Chem. 1994, 172, 1.
    • (1994) Top. Curr. Chem. , vol.172 , pp. 1
    • Tobe, Y.1
  • 18
    • 0344692208 scopus 로고    scopus 로고
    • note
    • A precursor related to 14 incorporating an (E)-ethenyl spacer instead of the benzene ring underwent cyclization to a cyclodecenone derivative with a 42% yield (ref. [4b]).
  • 21
    • 0344692206 scopus 로고    scopus 로고
    • Technische Universität Dresden, unpublished results
    • 2- as shown by extraction experiments: C. Chartroux, K. Gloe, Technische Universität Dresden, unpublished results, 1998.
    • (1998)
    • Chartroux, C.1    Gloe, K.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.