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Volumn 19, Issue 9, 2008, Pages 1059-1067

Stereoselective synthesis of a C1-C6 fragment of pinnatoxin A via a 1,4-addition/alkylation sequence

Author keywords

[No Author keywords available]

Indexed keywords

BENZYL DERIVATIVE; CARBON; ETHYL 4 BENZYLOXY 2 BUTENOATE; GAMMA,DELTA DIMETHYL ALPHA METHYLENE LACTONE; LACTONE DERIVATIVE; OXAZOLIDINONE DERIVATIVE; PINNATOXIN A; TOXIN;

EID: 43649102162     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/j.tetasy.2008.04.013     Document Type: Article
Times cited : (21)

References (62)
  • 6
    • 21644490169 scopus 로고    scopus 로고
    • For a review, see:
    • For a review, see:. Kita M., and Uemura D. Chem. Lett. 34 (2005) 454-459
    • (2005) Chem. Lett. , vol.34 , pp. 454-459
    • Kita, M.1    Uemura, D.2
  • 14
    • 0002504638 scopus 로고    scopus 로고
    • For synthetic studies on pinnatoxin A by the Hirama group, see:
    • For synthetic studies on pinnatoxin A by the Hirama group, see:. Noda T., Ishiwata A., Uemura S., Sakamoto S., and Hirama M. Synlett (1998) 298-300
    • (1998) Synlett , pp. 298-300
    • Noda, T.1    Ishiwata, A.2    Uemura, S.3    Sakamoto, S.4    Hirama, M.5
  • 39
    • 0025164552 scopus 로고
    • For the use of α-methylene lactones in Diels-Alder reactions by other groups, see:
    • For the use of α-methylene lactones in Diels-Alder reactions by other groups, see:. Fotiadu F., Michel F., and Buono G. Tetrahedron Lett. 31 (1990) 4863-4866
    • (1990) Tetrahedron Lett. , vol.31 , pp. 4863-4866
    • Fotiadu, F.1    Michel, F.2    Buono, G.3
  • 51
    • 43649107691 scopus 로고    scopus 로고
    • note
    • 20
  • 53
    • 33845554892 scopus 로고
    • Evans et al. reported that the alkylation of sodium enolates (-78 °C) is superior to the analogous reactions of the corresponding lithium enolates (0 °C) and that small alkyl halides such as MeI are less stereoselective than their more sterically demanding counterparts:
    • Evans et al. reported that the alkylation of sodium enolates (-78 °C) is superior to the analogous reactions of the corresponding lithium enolates (0 °C) and that small alkyl halides such as MeI are less stereoselective than their more sterically demanding counterparts:. Evans D.A., Ennis M.D., Mathre D.J. J. Am. Chem. Soc. 104 (1982) 1737-1739
    • (1982) J. Am. Chem. Soc. , vol.104 , pp. 1737-1739
    • Evans, D.A.1    Ennis, M.D.2    Mathre, D.J.3
  • 54
    • 0037071177 scopus 로고    scopus 로고
    • It has been demonstrated that the stereocontrol provided by β-substituents could override the facial bias conferred by the chiral auxiliary in the oxazolidinone-based alkylation reaction:
    • It has been demonstrated that the stereocontrol provided by β-substituents could override the facial bias conferred by the chiral auxiliary in the oxazolidinone-based alkylation reaction:. Fernández-Zertuche M., Robledo-Pérez R., Meza-Aviña M.E., and Ordoñez-Palacios M. Tetrahedron Lett. 43 (2002) 3777-3780
    • (2002) Tetrahedron Lett. , vol.43 , pp. 3777-3780
    • Fernández-Zertuche, M.1    Robledo-Pérez, R.2    Meza-Aviña, M.E.3    Ordoñez-Palacios, M.4
  • 60
    • 41149126639 scopus 로고    scopus 로고
    • After submission of this manuscript, a total synthesis of pinnatoxin A was published:
    • After submission of this manuscript, a total synthesis of pinnatoxin A was published:. Stivala C.E., and Zakarian A. J. Am. Chem. Soc. 130 (2008) 3774-3776
    • (2008) J. Am. Chem. Soc. , vol.130 , pp. 3774-3776
    • Stivala, C.E.1    Zakarian, A.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.