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Tetrahedron Letters
Volumn 28, Issue 21, 1987, Pages 2331-2334
The mild and selective N-debenzylation of tertiary alkylamines using β-trimethylsilylethyl chloroformate.
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[No Author keywords available]
Indexed keywords

EID: 0000112706     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)96116-1     Document Type: Article
Times cited : (45)
References (13)
  • 2
    • 84919072488 scopus 로고    scopus 로고
    • Problems were encountered in the hydrolysis of the corresponding urethanes derived from ethyl chloroformate, phenyl chloroformate and vinyl chloroformate.
  • 3
    • 0001383034 scopus 로고
    • Addition of ketene trimethylsilyl acetals to .alpha.,.beta.-unsaturated ketones: a new strategy for Michael addition of ester enolates
    • A new excellent tertiary nitrogen dealkylation reagent, α-chloroethyl chloroformate was not investigated but recommended by Professor R.A. Olofson, private communication, as a viable alternative for substrates which are stable to acid and protonic solvents., For examples see
    • (1984) The Journal of Organic Chemistry , vol.49 , pp. 2083
    • Olofson1    Martz2    Senet3    Piteau4    Malfoot5
  • 9
    • 0011752995 scopus 로고
    • This reagent is reported to be unstable, however, we observed no deterioration when stored under nitrogen at 0°C over a three month period. We routinely redistilled the reagent (b.p. 34°C @ 1.0 mm Hg, collected in Dry-Ice/isopropanol cooled receiving flasks) every three months.
    • (1968) Zh. Obshch. Khim. , vol.38 , pp. 1179
    • Kozyukov1    Sheludyakov2    Miranov3
  • 10
    • 84919072487 scopus 로고    scopus 로고
    • All new compounds gave satisfactory IR and NMR spectra, as well as, CH&N analysis.
  • 13
    • 84919072486 scopus 로고    scopus 로고
    • Debenzylations were usually complete in 4 hours whereas demethylations required 24 hours to consume all the starting material.

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.