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Volumn 4, Issue 2, 2002, Pages 297-300

Reagent-controlled stereoselective iodolactonizations

Author keywords

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Indexed keywords

ARTICLE;

EID: 0012128041     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0171113     Document Type: Article
Times cited : (117)

References (33)
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    • (b) Harding, K. E.; Tiner, T. H. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon Press: Oxford, 1991; Vol. 4, p 363.
    • (1991) Comprehensive Organic Synthesis , vol.4 , pp. 363
    • Harding, K.E.1    Tiner, T.H.2
  • 3
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    • Mulzer, J., Altenbach, H. J., Braun, M., Krohn, K., Reissig, H. U., Eds.; VCH: Weinheim
    • (c) Mulzer, J. In Organic Synthesis Highlights; Mulzer, J., Altenbach, H. J., Braun, M., Krohn, K., Reissig, H. U., Eds.; VCH: Weinheim, 1991; p 157.
    • (1991) Organic Synthesis Highlights , pp. 157
    • Mulzer, J.1
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    • Muñiz, K. Angew. Chem. 2001, 113, 1701; Angew Chem., Int. Ed. 2001, 40, 1653.
    • (2001) Angew. Chem. , vol.113 , pp. 1701
    • Muñiz, K.1
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    • Muñiz, K. Angew. Chem. 2001, 113, 1701; Angew Chem., Int. Ed. 2001, 40, 1653.
    • (2001) Angew Chem., Int. Ed. , vol.40 , pp. 1653
  • 19
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    • Diploma Thesis, University of Basel
    • Haas, J. Diploma Thesis, University of Basel, 1999.
    • (1999)
    • Haas, J.1
  • 22
    • 11244330597 scopus 로고    scopus 로고
    • note
    • f(R) = 43.0 min.
  • 23
    • 11244277457 scopus 로고    scopus 로고
    • R-N-Methyl-1-phenylethylamine and (R)-N,N-dimethyl-1-phenylethylamine are much less efficient (2: er 51.5:48.5 and 50:50, respectively)
    • R)-N-Methyl-1-phenylethylamine and (R)-N,N-dimethyl-1-phenylethylamine are much less efficient (2: er 51.5:48.5 and 50:50, respectively).
  • 25
    • 11244342398 scopus 로고    scopus 로고
    • note
    • + was 1:1, because of the minor selectivities observed they have not been repeated using optimized conditions.
  • 26
    • 11244295109 scopus 로고    scopus 로고
    • note
    • 4). Removal of the solvent in vacuo and purification by column chromatography on silica (pentane:methyl-tert-butyl ether 2:1) afforded 69 mg of (R)-2 (0.23 mmol, 82%) with an er of 27.5:72.5.
  • 27
    • 11244356940 scopus 로고    scopus 로고
    • The quadruplett of the benzylic proton in 3 was shifted to a higher field, up to a ratio of 1:1, then to lower field
    • The quadruplett of the benzylic proton in 3 was shifted to a higher field, up to a ratio of 1:1, then to lower field.
  • 28
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    • The formation of a 1:1 complex was found by generating a Job plot by continuous variation of concentration, (a) Job, P. Ann. Chem. 1928, 9, 113. (b) MacCarthy, P. Anal. Chem. 1978, 50, 2165.
    • (1928) Ann. Chem. , vol.9 , pp. 113
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  • 29
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    • The formation of a 1:1 complex was found by generating a Job plot by continuous variation of concentration, (a) Job, P. Ann. Chem. 1928, 9, 113. (b) MacCarthy, P. Anal. Chem. 1978, 50, 2165.
    • (1978) Anal. Chem. , vol.50 , pp. 2165
    • MacCarthy, P.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.