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Volumn 63, Issue 22, 1998, Pages 7594-7595

Studies on total synthesis of the cytotoxic marine alkaloid agelastatin A

Author keywords

[No Author keywords available]

Indexed keywords

AGELASTATIN A; ALKALOID; CYTOTOXIC AGENT; UNCLASSIFIED DRUG;

EID: 0032582593     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo981785i     Document Type: Article
Times cited : (49)

References (25)
  • 5
    • 33847424464 scopus 로고    scopus 로고
    • Taken in part from: Anderson, G. T. Ph.D. Thesis, The Pennsylvania State University, 1995
    • Taken in part from: Anderson, G. T. Ph.D. Thesis, The Pennsylvania State University, 1995.
  • 6
    • 0000792718 scopus 로고
    • For reviews and lead references, see: (a) Weinreb, S. AI. Ace. Chem. Res. 1988, 21, 313.
    • (1988) Ace. Chem. Res. , vol.21 , pp. 313
    • Weinreb, S.A.I.1
  • 11
    • 0032524830 scopus 로고    scopus 로고
    • Muxworthy, J. P.; Wilkinson, J. A.; Procter, G. Tetrahedron Lett. 1995, 36, 7539.
    • For alternative preparations of oxazolidinone 4a see: Mulvihill, M. J.; Gage, J. L.; Miller, M. J. J. Org. Chem. 1998, 63, 3357. Muxworthy, J. P.; Wilkinson, J. A.; Procter, G. Tetrahedron Lett. 1995, 36, 7539.
    • (1998) J. Org. Chem. , vol.63 , pp. 3357
    • Mulvihill, M.J.1    Gage, J.L.2    Miller, M.J.3
  • 12
    • 33847432133 scopus 로고    scopus 로고
    • note
    • Reaction of sulfoxide 3 with HMPT in ethanol led to a mixture of cyclic carbamate 4a (44%) and uncyclized ethyl carbamate A (40%). Compound A could be cyclized in high yield to 4a with potassium tert-butoxide (see the Supporting Information).
  • 17
    • 33847466902 scopus 로고    scopus 로고
    • 4 reduction of la, retains antitumor activity, although at a reduced level.10
    • 4 reduction of la, retains antitumor activity, although at a reduced level.10
  • 19
    • 0032555006 scopus 로고    scopus 로고
    • Cook, G. R.; Shanker, P. S. Tetrahedron Lett. 1998, 39, 4991
    • For formation of π-allylpalladium complexes from oxazolidinones, see: Cook, G. R.; Shanker, P. S. Tetrahedron Lett. 1998,39,3405. Cook, G. R.; Shanker, P. S. Tetrahedron Lett. 1998, 39, 4991.
    • (1998) Tetrahedron Lett. , vol.39 , pp. 3405
    • Cook, G.R.1    Shanker, P.S.2
  • 22
    • 0010518961 scopus 로고
    • N vs C alkylation of indole can be controlled by an appropriate choice of reaction conditions.
    • See, for example: Billups, W. E.; Erkes, R. S.; Reed, L. E. Synth. Commun. 1980, 10, 147. N vs C alkylation of indole can be controlled by an appropriate choice of reaction conditions.
    • (1980) Synth. Commun. , vol.10 , pp. 147
    • Billups, W.E.1    Erkes, R.S.2    Reed, L.E.3
  • 25
    • 33847467887 scopus 로고    scopus 로고
    • The structures of intermediates 18 and 20 were established by 2D NMR (HMBC).
    • The structures of intermediates 18 and 20 were established by 2D NMR (HMBC).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.