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Volumn 4, Issue 13, 2002, Pages 2189-2192

Asymmetric synthesis of 2-alkenyl-1-cyclopentanols via tin-lithium exchange and intramolecular cycloalkylation

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ARTICLE;

EID: 0038065002     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol026068w     Document Type: Article
Times cited : (36)

References (39)
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    • note
    • 2)).
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    • note
    • 13C NMR, IR, MS, and elemental analysis.
  • 33
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    • For a kinetic resolution in the cyclization step of an enantioselective carbolithiation, see ref 5d
    • (a) For a kinetic resolution in the cyclization step of an enantioselective carbolithiation, see ref 5d.
  • 34
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    • (b) A cyclization onto a trisubstituted methyl allyl ether without kinetic resolution is described by Broka et al. There, primary stannanes were used, and the reaction mixture was allowed to warm from -78 to 0°C: Broka, C. A.; Lee, W. J.; Shen, T. J. Org. Chem. 1988, 53, 1338-1340.
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    • Review: Corey, E. J.; Helal, C. Angew. Chem. 1998, 110, 2092-2118; Angew. Chem., Int. Ed. 1998, 37, 1986-2012. Usually, the (R)-CBS-oxazaborolidine furnishes the (S)-alcohol, and the (S)-CBS-oxazaborolidine gives the (R)-alcohol. According to the published closely related examples, the de is assumed to be >95%.
    • (1998) Angew. Chem. , vol.110 , pp. 2092-2118
    • Corey, E.J.1    Helal, C.2
  • 36
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    • Usually, the (R)-CBS-oxazaborolidine furnishes the (S)-alcohol, and the (S)-CBS-oxazaborolidine gives the (R)-alcohol. According to the published closely related examples, the de is assumed to be >95%.
    • Review: Corey, E. J.; Helal, C. Angew. Chem. 1998, 110, 2092-2118; Angew. Chem., Int. Ed. 1998, 37, 1986-2012. Usually, the (R)-CBS-oxazaborolidine furnishes the (S)-alcohol, and the (S)-CBS-oxazaborolidine gives the (R)-alcohol. According to the published closely related examples, the de is assumed to be >95%.
    • (1998) Angew. Chem., Int. Ed. , vol.37 , pp. 1986-2012
  • 37
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    • note
    • 7


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.