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Volumn 49, Issue 9, 2008, Pages 1514-1517

Concise stereoselective synthesis of cis-3-alkoxy-2-carbomethoxy medium-ring oxacycles from (R)-3-(3-butenyl)-4-propynoyloxazolidin-2-one

Author keywords

Cyclic ethers; Ireland Claisen rearrangement; Relay ring closing olefin metathesis; Stereoselective synthesis

Indexed keywords

3 (3 BUTENYL) 4 PROPYNOYLOXAZOLIDIN 2 ONE; ACETIC ACID DERIVATIVE; ALCOHOL; ALKYL GROUP; ALLYL COMPOUND; CARBOXYLIC ACID DERIVATIVE; ESTER DERIVATIVE; GLYCOLIC ACID DERIVATIVE; KETONE; OXAZOLIDINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 38649116633     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.12.111     Document Type: Article
Times cited : (14)

References (37)
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    • Recent reviews for the synthesis of medium-ring ethers see:, Springer, Berlin
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    • Recent reviews:
    • Recent reviews:. Castro A.M.M. Chem. Rev. 104 (2004) 2939
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    • Castro, A.M.M.1
  • 17
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    • Grubbs R.H. (Ed), Wiley-VCH, Weinhem For the tandem use of Ireland-Claisen rearrangement and ring closing olefin metathesis
    • In: Grubbs R.H. (Ed). Handbook of Metathesis (2003), Wiley-VCH, Weinhem For the tandem use of Ireland-Claisen rearrangement and ring closing olefin metathesis
    • (2003) Handbook of Metathesis
  • 25
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    • ++H]: 194.08.
    • ++H]: 194.08.
  • 28
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    • The optical purity of 10 was determined to be >93% ee by NMR analysis of the derivative of 10 with (+)- or (-)-MTPA.
    • The optical purity of 10 was determined to be >93% ee by NMR analysis of the derivative of 10 with (+)- or (-)-MTPA.
  • 33
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    • note
    • 3); other spectral data were identical with those reported in Ref. 5.
  • 35
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    • note
    • 4-reduction.
  • 36
    • 38649084764 scopus 로고    scopus 로고
    • note
    • The absolute stereochemistry and optical purity of 15b,c have not yet been determined due to the absence of appropriate literature for authentic data. They are now under investigation.
  • 37
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    • A significant amount of 16 was recovered (74%).
    • A significant amount of 16 was recovered (74%).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.