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Volumn 47, Issue 30, 2008, Pages 5504-5507

The joy and challenge of small rings metathesis

Author keywords

Carbenes; Cycloisomerization; Homogeneous catalysis; Metathesis

Indexed keywords

ABS RESINS; CHEMICAL REACTIONS; DIFFERENCE EQUATIONS; MATHEMATICAL TRANSFORMATIONS; OLEFINS;

EID: 53549099679     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200801575     Document Type: Review
Times cited : (31)

References (47)
  • 1
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    • For selected reviews on olefin metathesis, see: a Handbook of Metathesis (Ed.: R. H. Grubbs), Wiley-VCH, Weinheim, 2003;
    • For selected reviews on olefin metathesis, see: a) Handbook of Metathesis (Ed.: R. H. Grubbs), Wiley-VCH, Weinheim, 2003;
  • 6
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    • for an industrial perspective, see: e
    • for an industrial perspective, see: e) A. M. Thayer, Chem. Eng. News 2007, 85(7), 37.
    • (2007) Chem. Eng. News , vol.85 , Issue.7 , pp. 37
    • Thayer, A.M.1
  • 7
    • 1842483218 scopus 로고    scopus 로고
    • Recent reviews on enyne metathesis: a
    • Recent reviews on enyne metathesis: a) S. T. Diver, A. J. Giessert, Chem. Rev. 2004, 104, 1317;
    • (2004) Chem. Rev , vol.104 , pp. 1317
    • Diver, S.T.1    Giessert, A.J.2
  • 8
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    • Ene-yne Metathesis
    • Ed, R. H. Grubbs, Wiley-VCH, Weinheim
    • b) M. Mori, Ene-yne Metathesis in Handbook of Metathesis, Vol. 2 (Ed.: R. H. Grubbs), Wiley-VCH, Weinheim, 2003, pp. 176;
    • (2003) Handbook of Metathesis , vol.2 , pp. 176
    • Mori, M.1
  • 12
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    • For a short review on the preparation of cyclic strained molecules by olefin metathesis, see
    • For a short review on the preparation of cyclic strained molecules by olefin metathesis, see: S. K. Collins, J. Organomet. Chem. 2006, 691, 5122.
    • (2006) J. Organomet. Chem , vol.691 , pp. 5122
    • Collins, S.K.1
  • 13
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    • For a review on ROMP, see: reference [1a] and a K. J. Ivin, J. C. Mol, Olefin Metathesis and Metathesis Polymerization; Academic Press, London, 1997;
    • For a review on ROMP, see: reference [1a] and a) K. J. Ivin, J. C. Mol, Olefin Metathesis and Metathesis Polymerization; Academic Press, London, 1997;
  • 30
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    • For selected key references, see: a, Ed, A. Loupy, Wiley-VCH, Weinheim
    • For selected key references, see: a) Microwaves in Organic Synthesis (Ed.: A. Loupy), Wiley-VCH, Weinheim, 2002;
    • (2002) Microwaves in Organic Synthesis
  • 31
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    • Eds, P. Lidstrom, J. P. Tierney, Blackwell Publishing, Oxford
    • b) B. L. Hayes, Microwave-Assisted Organic Synthesis (Eds.: P. Lidstrom, J. P. Tierney), Blackwell Publishing, Oxford, 2005;
    • (2005) Microwave-Assisted Organic Synthesis
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    • 2nd ed, Ed, A. Loupy, Wiley-VCH, Weinheim
    • d) Microwaves in Organic Synthesis, 2nd ed. (Ed.: A. Loupy), Wiley-VCH, Weinheim, 2006;
    • (2006) Microwaves in Organic Synthesis
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    • Eds, M. Larhed, K. Olofsson, Springer, Berlin
    • e) Microwave Methods in Organic Synthesis (Eds.: M. Larhed, K. Olofsson), Springer, Berlin, 2006.
    • (2006) Microwave Methods in Organic Synthesis
  • 35
    • 33748294183 scopus 로고    scopus 로고
    • It was shown that metathesis of enynes containing an internal triple bond sometimes proceeds in a nonselective manner, leading to the formation of three products: a normal diene A, a by-product B bearing an exocyclic double bond, and a bicyclic product C, containing a cyclopropane unit, Chemical Equation Presented) See: a V. Sashuk, K. Grela, J. Mol. Catal. A 2006, 257, 59;
    • It was shown that metathesis of enynes containing an internal triple bond sometimes proceeds in a nonselective manner, leading to the formation of three products: a "normal" diene A, a by-product B bearing an exocyclic double bond, and a bicyclic product C, containing a cyclopropane unit. (Chemical Equation Presented) See: a) V. Sashuk, K. Grela, J. Mol. Catal. A 2006, 257, 59;
  • 39
    • 53549125365 scopus 로고    scopus 로고
    • It is reasonable to assume that the unwanted ROM/CM of a highly strained cyclobutene product 7, similar to that one shown in Scheme 3, could significantly be increased when the reaction is carried out under an ethylene atmosphere.
    • It is reasonable to assume that the unwanted ROM/CM of a highly strained cyclobutene product 7, similar to that one shown in Scheme 3, could significantly be increased when the reaction is carried out under an ethylene atmosphere.
  • 40
    • 0036522941 scopus 로고    scopus 로고
    • It should be noted that metathetical cycloisomerization of 1,n-enynes represents only a small branch of the vast tree of transition-metal catalyzed bond reorganization reactions of enynes. For selected key references, see: a C. Aubert, O. Buisine, M. Malacria, Chem. Rev. 2002, 102, 813;
    • It should be noted that metathetical cycloisomerization of 1,n-enynes represents only a small branch of the vast tree of transition-metal catalyzed bond reorganization reactions of enynes. For selected key references, see: a) C. Aubert, O. Buisine, M. Malacria, Chem. Rev. 2002, 102, 813;
  • 43
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    • for recent examples of platinum-catalyzed cycloisomerization of enynes leading to the formation of cyclobutenes, see: d F. Marion, J. Coulomb, C. Courillon, L. Fensterbank, M. Malacria, Org. Lett. 2004, 6, 1509;
    • for recent examples of platinum-catalyzed cycloisomerization of enynes leading to the formation of cyclobutenes, see: d) F. Marion, J. Coulomb, C. Courillon, L. Fensterbank, M. Malacria, Org. Lett. 2004, 6, 1509;
  • 45
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    • A recent example: V. Sashuk, C. Samojłowicz, A. Szadkowska, K. Grela, Chem. Commun. 2008, 2468.
    • A recent example: V. Sashuk, C. Samojłowicz, A. Szadkowska, K. Grela, Chem. Commun. 2008, 2468.
  • 46
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    • Note added in proof: For the most recent review on cycloisomerization of 1,n-enynes, see :V. Michelet, P. Y. Toullec, J.-P. Genêt, Angew. Chem. 2008, 120, 4338;
    • Note added in proof: For the most recent review on cycloisomerization of 1,n-enynes, see :V. Michelet, P. Y. Toullec, J.-P. Genêt, Angew. Chem. 2008, 120, 4338;


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.