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Volumn 18, Issue 19, 2007, Pages 2313-2325

Probing the parallel kinetic resolution of 1-phenylethanol using quasi-enantiomeric oxazolidinone adducts

Author keywords

[No Author keywords available]

Indexed keywords

1 PHENYLETHANOL; FUNCTIONAL GROUP; OXAZOLIDINONE DERIVATIVE;

EID: 35348875493     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/j.tetasy.2007.09.015     Document Type: Article
Times cited : (10)

References (78)
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    • note
    • 3).
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    • For a representative account of carbonate formation by endo-cleavage, see:
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  • 60
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    • note
    • Increasing the sterically demanding nature of the oxazolidinone ring at the C(4)-position has been shown to increase the relative rate of benzoyl transfer; for additional information, see Ref. 15. From our study, increasing the sterically demanding nature of the oxazolidinone [at C(4) position] and the phenylacetyl transfer group [at the C(2) position] appears to disfavour exo-cleavage (and promote competitive endo-cleavage).
  • 64
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    • note
    • F (light petroleum ether (40-60 °C)-diethyl ether 7:3) = 0.36 [for (R,S)-20], 0.33 [for (R,S)-9] and 0.24 [for (S,R)-10].
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    • note
    • 3).
  • 66
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    • note
    • The oxazolidinone rac-8 can be recycled through a PKR using the active esters (R)-6 and (S)-7 (see Scheme 2). For additional information, see Refs. 14,35.
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    • note
    • 1H NMR spectroscopy (400 MHz). The yields were based on the (relative) amount isolated.
  • 71
    • 35348844358 scopus 로고    scopus 로고
    • note
    • Synthesised by addition of enantiomerically pure 1-phenyethanol 12 to the corresponding enantiomerically pentafluorophenyl active ester [e.g., (S)-7] (derived from the corresponding carboxylic acid).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.