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Volumn 11, Issue 1, 2009, Pages 209-212

Iodocyclization of chiral cf3-allylmorpholinones: A versatile strategy for the synthesis of enantiopure α-Tfm-prolines and α-Tfm-dihydroxyprolines

Author keywords

[No Author keywords available]

Indexed keywords

DRUG DERIVATIVE; FLUOROCARBON; MORPHOLINE DERIVATIVE; PROLINE;

EID: 59649129027     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol8024567     Document Type: Article
Times cited : (55)

References (42)
  • 9
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    • (f) Zanda, M. New J. Chem. 2004, 28, 1401-1411.
    • (2004) New J. Chem , vol.28 , pp. 1401-1411
    • Zanda, M.1
  • 11
    • 33846137400 scopus 로고    scopus 로고
    • Synthesis of fluorinated prolines and pyroglutamic acids
    • Soloshonok, V. A, Ed, American Chemical Society: Washington, DC
    • (h) Qing, F.-L.; Qiu, X.-L. Synthesis of fluorinated prolines and pyroglutamic acids. In Fluorine-Containing Synthons; Soloshonok, V. A., Ed.; American Chemical Society: Washington, DC, 2005; pp 562-571.
    • (2005) Fluorine-Containing Synthons , pp. 562-571
    • Qing, F.-L.1    Qiu, X.-L.2
  • 24
    • 33748699338 scopus 로고    scopus 로고
    • For reviews and recent examples of iodocyclization reactions, see: a
    • For reviews and recent examples of iodocyclization reactions, see: (a) Togo, H.; Iida, S. Synlett., 2006, 2159-2175.
    • (2006) Synlett , pp. 2159-2175
    • Togo, H.1    Iida, S.2
  • 36
    • 64349093162 scopus 로고    scopus 로고
    • 7 carbon. A pure analytical samples of each diastereomers was isolated for the determination of their analytical data.
    • 7 carbon. A pure analytical samples of each diastereomers was isolated for the determination of their analytical data.
  • 37
    • 64349097623 scopus 로고    scopus 로고
    • 7 stereogenic center.
    • 7 stereogenic center.
  • 38
    • 64349120308 scopus 로고    scopus 로고
    • With petroleum ether/ethyl acetate (90:10) system: Rf of (R, R, 5, 0.43 and Rf of R, S, 5, 0.13
    • f of (R, S) -5 = 0.13.
  • 41
    • 64349108645 scopus 로고    scopus 로고
    • Crystallographic data for compound (S) -8 have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC 710191. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK fax: + 44 1223 336033 or email: deposit@ccdc.cam.ac.uk.
    • Crystallographic data for compound (S) -8 have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC 710191. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (fax: + 44 1223 336033 or email: deposit@ccdc.cam.ac.uk.
  • 42
    • 64349096522 scopus 로고    scopus 로고
    • Spectral data of (R) -9 were identical to those of (S) -9.
    • Spectral data of (R) -9 were identical to those of (S) -9.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.