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Volumn , Issue 35, 2005, Pages 4426-4428

Polystyrene-supported N-methylthiourea: A convenient new reagent for the hydrogenolysis of bicyclic endoperoxides

Author keywords

[No Author keywords available]

Indexed keywords

ENDOPEROXIDE; METHYLTHIOUREA; POLYSTYRENE; RESIN; THIOUREA DERIVATIVE; UNCLASSIFIED DRUG;

EID: 25444434134     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b508815a     Document Type: Article
Times cited : (21)

References (30)
  • 7
    • 85021553928 scopus 로고
    • This is also consistent with our failure to obtain any product by conducting the photo-oxygenation reaction with in situ thiourea, see: C. Kaneko, A. Sugimoto and S. Tanaka, Synthesis, 1974, 876-877.
    • (1974) Synthesis , pp. 876-877
    • Kaneko, C.1    Sugimoto, A.2    Tanaka, S.3
  • 8
    • 25444457972 scopus 로고    scopus 로고
    • note
    • Successful chromatography of γ-hydroxy enone 3 on silica gel has however been reported (ref. 5).
  • 9
    • 25444511744 scopus 로고    scopus 로고
    • note
    • Process chemists use the term 'telescoped' for processes in which sequential chemical reactions (that were previously carried out in different solvents) are performed in a single batch of solvent to minimise costly solvent evaporation then recharging.
  • 17
  • 22
    • 16244388944 scopus 로고    scopus 로고
    • and references therein
    • M. Soroka and W. Goldeman, Tetrahedron, 2005, 61, 4233-4235 and references therein.
    • (2005) Tetrahedron , vol.61 , pp. 4233-4235
    • Soroka, M.1    Goldeman, W.2
  • 26
    • 0042893278 scopus 로고
    • In solution, 1,3-disubstituted thioureas can be oxidised to 1,2,4-thiadiazolidines and related heterocycles [see: A. R. Butler and I. Hussain, J. Chem. Res. (S), 1980, 407
    • (1980) J. Chem. Res. (S) , pp. 407
    • Butler, A.R.1    Hussain, I.2
  • 28
    • 37049060535 scopus 로고
    • This heterocyclic system could in principle form by extrusion of sulfur from thiaziridine 25 to give a carbodiimide, subsequent condensation with an adjacent thiourea moiety to give a thiocarbamoylguanidine and then oxidative cyclisation (as suggested in solution, see: F. Kurzer and P. M. Sanderson, J. Chem Soc., 1959, 1058
    • (1959) J. Chem Soc. , pp. 1058
    • Kurzer, F.1    Sanderson, P.M.2
  • 29
    • 0007816218 scopus 로고
    • and T. Kinoshita, S. Sato and C. Tamura, Bull. Chem. Soc. Jpn., 1976, 49, 2236-2244). This, however, seems unlikely due to site isolation effects and the lack of sulfur precipitation.
    • (1976) Bull. Chem. Soc. Jpn. , vol.49 , pp. 2236-2244
    • Kinoshita, T.1    Sato, S.2    Tamura, C.3
  • 30
    • 0002048692 scopus 로고
    • Thiourea has been used as an odourless alternative to dimethylsulfide during the reductive work-up of alkene ozonolysis reactions. Resin 4 may also be useful in this regard: D. Gupta and R. S. D. Soman, Tetrahedron, 1982, 38, 3013-3018.
    • (1982) Tetrahedron , vol.38 , pp. 3013-3018
    • Gupta, D.1    Soman, R.S.D.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.