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Volumn 64, Issue 13, 2008, Pages 3005-3016

Synthesis and structure of a heterocyclic ansa pyrrole amino acid

Author keywords

[No Author keywords available]

Indexed keywords

CARBOXYLIC ACID DERIVATIVE; EHYL 4 METHYL 5 [(2 METHYLPROPAN 2 YLSULFINAMIDO) METHYL] 3 PENT 4 ENYLOXY 1H PYRROLE 2 CARBOXYLATE; ETHYL 3 (BUT 3 ENYLOXY) 4 METHYL 5 ((2 METHYL PROPAN 2 YLSULFINAMIDO)METHYL) 1H PYRROLE 2 CARBOXYLATE; ETHYL 3 (BUT 3 ENYLOXY) 5 (1 (1,1 DIMETHYLETHYLSULFINAMIDO)HEPT 6 ENYL) 4 METHYL 1H PYRROLE 2 CARBOXYLATE; ETHYL 3 (BUT 3 ENYLOXY) 5 (1 (1,1 DIMETHYLETHYLSULFINAMIDO)HEX 5 ENYL) 4 METHYL 1H PYRROLE 2 CARBOXYLATE; ETHYL 3 (BUT 3 ENYLOXY) 5 (1 (1,1 DIMETHYLETHYLSULFINAMIDO)PENT 4 ENYL) 4 METHYL 1H PYRROLE 2 CARBOXYLATE; ETHYL 3 (HEX 5 ENYLOXY) 4 METHYL 5 ((2 METHYLPROPAN 2 YLSULFINADO)METHYL) 1H PYRROLE 2 CARBOXYLATE; UNCLASSIFIED DRUG;

EID: 39149125429     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2008.01.061     Document Type: Article
Times cited : (14)

References (64)
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    • note
    • The high temperature required for racemization does not permit determining the energy of the barrier experimentally, e.g., by variable temperature NMR measurements.
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    • note
    • The N-Boc-protected derivative 23-Boc was tested to explore the effect of the pyrrole amine function on the RCM reaction. However, reactions with and without N-Boc protection of the pyrrole nitrogen atom gave equal results.
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    • This catalyst was tested to prevent the possible formation of a chelate intermediate between the tert-butyldimethylsilyl (TBS) protecting group and the ruthenium ion trapping the catalyst in an inactive form. This chelation should be avoided by the chelating effect of the isopropoxy-group of the second generation Hoveyda-Grubb's catalyst:
    • This catalyst was tested to prevent the possible formation of a chelate intermediate between the tert-butyldimethylsilyl (TBS) protecting group and the ruthenium ion trapping the catalyst in an inactive form. This chelation should be avoided by the chelating effect of the isopropoxy-group of the second generation Hoveyda-Grubb's catalyst:. Zaja M., Connon S.J., Dunne A.M., Rivard M., Buschmann N., Jiricek J., and Blechert S. Tetrahedron 59 (2003) 6545-6558
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    • Zaja, M.1    Connon, S.J.2    Dunne, A.M.3    Rivard, M.4    Buschmann, N.5    Jiricek, J.6    Blechert, S.7
  • 49
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    • Cross metathesis processes generally lead to the thermodynamically most stable members of a set of structurally related isomers:
    • Cross metathesis processes generally lead to the thermodynamically most stable members of a set of structurally related isomers:. Smith III A.B., Adams C.M., Kozmin S.A., and Paone D.V. J. Am. Chem. Soc. 123 (2001) 5925-5937
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    • The prediction of alkene geometry in ring-closing ene-ene metathesis is still difficult:
    • The prediction of alkene geometry in ring-closing ene-ene metathesis is still difficult:. Arisawa M., Nishida A., and Nakagawa M. J. Organomet. Chem. 691 (2006) 5109-5121
    • (2006) J. Organomet. Chem. , vol.691 , pp. 5109-5121
    • Arisawa, M.1    Nishida, A.2    Nakagawa, M.3
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    • note
    • HPLC analysis of the RCM product from diene 23-Boc on a chiral column showed four isomeric compounds (one major, three minor). This again indicates a stereochemical bias of the ring-closing reaction.
  • 62
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    • The Lee-Yang-Parr nonlocal correlation functional:
    • The Lee-Yang-Parr nonlocal correlation functional:


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.