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Volumn 16, Issue 16, 2014, Pages 4078-4081

Diastereoselective synthesis of fused lactone-pyrrolidinones; Application to a formal synthesis of (-)-salinosporamide a

Author keywords

[No Author keywords available]

Indexed keywords

2 PYRROLIDONE DERIVATIVE; LACTONE; PYRROLE DERIVATIVE; SALINOSPORAMIDE A;

EID: 84906281404     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol501662t     Document Type: Article
Times cited : (27)

References (57)
  • 5
    • 0000057422 scopus 로고    scopus 로고
    • Renaud, P. Sibi, M. P. Wiley-VCH: Weinheim, Germany
    • Snider, B. B. In Radicals in Organic Synthesis; Renaud, P.; Sibi, M. P. Eds.; Wiley-VCH: Weinheim, Germany, 2001; Vol. 1, pp 198-218;.
    • (2001) Radicals in Organic Synthesis , vol.1 , pp. 198-218
    • Snider, B.B.1
  • 6
    • 0009143710 scopus 로고    scopus 로고
    • Renaud, P. Sibi, M. P. Wiley-VCH: Weinheim, Germany
    • Linker, T. In Radicals in Organic Synthesis; Renaud, P.; Sibi, M. P. Eds.; Wiley-VCH: Weinheim, Germany, 2001; Vol. 1, pp 219-228.
    • (2001) Radicals in Organic Synthesis , vol.1 , pp. 219-228
    • Linker, T.1
  • 17
    • 33746288746 scopus 로고    scopus 로고
    • For excellent recent work on complexity-generating reactions using manganese(III) acetate for the synthesis of pyrrole-imidazole natural products, see: Tan, X. H.; Chen, C. Angew. Chem., Int. Ed. 2006, 45, 4345-4348
    • (2006) Angew. Chem., Int. Ed. , vol.45 , pp. 4345-4348
    • Tan, X.H.1    Chen, C.2
  • 48
    • 70449725405 scopus 로고    scopus 로고
    • For a review of the mechanisms of manganese(III) acetate-mediated reactions, see: Snider, B. B. Tetrahedron 2009, 65, 10738-10744
    • (2009) Tetrahedron , vol.65 , pp. 10738-10744
    • Snider, B.B.1
  • 51
    • 37049075769 scopus 로고
    • As well as restricted rotation around the C-N acyl (peptide) bond, rotation may also expected be restricted around the C-N alkyl bond owing to overlap of the SOMO and the N -lone pair. For calculation of some barriers to rotation in related systems, see: MacInnes, I.; Walton, J. C.; Nonhebeal, D. C. J. Chem. Soc., Perkin Trans. 2 1987, 1789-1794
    • (1987) J. Chem. Soc., Perkin Trans. 2 , pp. 1789-1794
    • MacInnes, I.1    Walton, J.C.2    Nonhebeal, D.C.3
  • 52
    • 84906246543 scopus 로고    scopus 로고
    • Low temperature, single crystal diffraction data for 8 were collected using a Nonius KCCD diffractometer
    • Low temperature, single crystal diffraction data for 8 were collected using a Nonius KCCD diffractometer [Otwinowski, Z.; Minor, W. Methods Enzymol. 1997, 276, 307-326] and for 16 on I19 (EH1) at the Diamond Light Source, Harwell [Nowell, H.; Barnett, S. A.; Christensen, K. E.; Teat, S. J.; Allan, D. R. J. Synchrotron Radiat. 2012, 19, 435-441]. The structures were solved using SuperFlip [Palatinus, L.; Chapuis, G. J. Appl. Crystallogr. 2007, 40, 786-790] and refined within the CRYSTALS suite [Betteridge, P. W.; Carruthers, J. R.; Cooper, R. I.; Prout, K.; Watkin, D. J. J. Appl. Crystallogr. 2003, 36, 1487; Cooper, R. I.; Thompson, A. L.; Watkin, D. J. J. Appl. Crystallogr. 2010, 43, 1100-1107; Thompson, A. L.; Watkin, D. J. J. Appl. Crystallogr. 2011, 44, 1017-1022]. Full refinement details are given in the Supporting Information (CIF). Crystallographic data (excluding structure factors) have been deposited with the Cambridge Crystallographic Data Centre (CCDC 993331 and CCDC 993332) and can be obtained via http://www.ccdc.cam.ac.uk/data-request/cif. The structure of 16 was determined from a sample of racemic 16 prepared in initial studies; the racemic sample of 16 crystallized as a conglomerate.


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