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Volumn 11, Issue 24, 2009, Pages 5634-5637

Total synthesis of polyrhacitides A and B by Use of an iterative strategy for the stereoselective synthesis of 1,3-Polyol arrays

Author keywords

[No Author keywords available]

Indexed keywords

FUSED HETEROCYCLIC RINGS; LACTONE; POLYMER; POLYOL; POLYRHACITIDE A; POLYRHACITIDE B;

EID: 72849106795     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol902135v     Document Type: Article
Times cited : (39)

References (86)
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    • For leading references, see: (a)
    • For leading references, see: (a) Walsh, C. T. Science 2004, 303, 1805.
    • (2004) Science , vol.303 , pp. 1805
    • Walsh, C.T.1
  • 24
    • 33748708190 scopus 로고    scopus 로고
    • For selected reviews on the synthesis of 1,3-polyols, see: (a)
    • For selected reviews on the synthesis of 1,3-polyols, see: (a) Miller, A. K.; Trauner, D. Synlett 2006, 2295.
    • (2006) Synlett , pp. 2295
    • Miller, A.K.1    Trauner, D.2
  • 30
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    • For selected examples on substrate-controlled asymmetric induction, see: (a)
    • For selected examples on substrate-controlled asymmetric induction, see: (a) Shang, S.; Iwadare, H.; Macks, D. E.; Ambrosini, L. M.; Tan, D. S. Org. Lett. 2007, 9, 1895.
    • (2007) Org. Lett. , vol.9 , pp. 1895
    • Shang, S.1    Iwadare, H.2    Macks, D.E.3    Ambrosini, L.M.4    Tan, D.S.5
  • 53
    • 0000857842 scopus 로고    scopus 로고
    • For selected examples on iterative allyltitanation, see: (a)
    • For selected examples on iterative allyltitanation, see: (a) BouzBouz, S.; Cossy, J. Org. Lett. 2000, 2, 501.
    • (2000) Org. Lett. , vol.2 , pp. 501
    • Bouzbouz, S.1    Cossy, J.2
  • 61
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    • For further iterative asymmetric allylmetallation sequences, see inter alia: (a)
    • For further iterative asymmetric allylmetallation sequences, see inter alia: (a) Guo, H.; Mortenson, M. S.; O'Doherty, G. A. Org. Lett. 2008, 10, 3149.
    • (2008) Org. Lett. , vol.10 , pp. 3149
    • Guo, H.1    Mortenson, M.S.2    O'Doherty, G.A.3
  • 77
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    • The crucial step in the initial sequence [ref 20] is the selective cleavage of a primary silyl ether in the presence of various secondary sily ethers
    • The crucial step in the initial sequence [ref 20] is the selective cleavage of a primary silyl ether in the presence of various secondary sily ethers.
  • 82
    • 2942589152 scopus 로고    scopus 로고
    • For a review, see: (a)
    • For a review, see: (a) Deiters, A.; Martin, S. F. Chem. Rev. 2004, 104, 2199.
    • (2004) Chem. Rev. , vol.104 , pp. 2199
    • Deiters, A.1    Martin, S.F.2
  • 86
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    • 13C NMR spectra and mass spectral data that compared favorably to those of the natural isolate [ref 5]. The intramolecular hydrogen bond reported for the natural material was not unequivocally identified in synthetic polyrhacitide A. However, spectroscopic data of the acetonide of synthetic 1 were in perfect agreement with those reported on the acetonide derived from natural 1 (see Supporting Information; ref 5)
    • 13C NMR spectra and mass spectral data that compared favorably to those of the natural isolate [ref 5]. The intramolecular hydrogen bond reported for the natural material was not unequivocally identified in synthetic polyrhacitide A. However, spectroscopic data of the acetonide of synthetic 1 were in perfect agreement with those reported on the acetonide derived from natural 1 (see Supporting Information; ref 5).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.