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Volumn 8, Issue 17, 2006, Pages 3709-3712

Practical β-lactone synthesis: Epoxide carbonylation at 1 atm

Author keywords

[No Author keywords available]

Indexed keywords

CHROMIUM; EPOXIDE; KETONE; LACTONE; ORGANOMETALLIC COMPOUND;

EID: 33748590526     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol061292x     Document Type: Article
Times cited : (101)

References (31)
  • 5
    • 0026220847 scopus 로고
    • For ring-opening polymerization of β-lactones, see: (a) Tanahashi, N.; Doi, Y. Macromolecules 1991, 24, 5732-5733.
    • (1991) Macromolecules , vol.24 , pp. 5732-5733
    • Tanahashi, N.1    Doi, Y.2
  • 8
    • 0037792076 scopus 로고    scopus 로고
    • Steinbuchel, A., Ed.; Wiley VCH
    • Williams, S. F.; Martin, D. P. Biopolymers; Steinbuchel, A., Ed.; Wiley VCH: 2004; Vol. 4. pp 91-120.
    • (2004) Biopolymers , vol.4 , pp. 91-120
    • Williams, S.F.1    Martin, D.P.2
  • 12
    • 3042810170 scopus 로고
    • Shell Internationale Research, European Patent Application EP 577206
    • Drent, E.; Kragtwijk, E. Shell Internationale Research, European Patent Application EP 577206; Chem. Abstr. 1994, 120, 191517c.
    • (1994) Chem. Abstr. , vol.120
    • Drent, E.1    Kragtwijk, E.2
  • 25
    • 33748606217 scopus 로고    scopus 로고
    • Catalyst 1 was subjected to crystallographic analysis. CCDC-601862 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.
  • 26
    • 33748623208 scopus 로고    scopus 로고
    • note
    • See Supporting Information.
  • 28
    • 33748606739 scopus 로고    scopus 로고
    • note
    • Although epichlorohydrin carbonylation has been described (see refs 9, 11a, and 11b), no reported catalysts provide quantitative carbonylation.
  • 29
    • 33748604875 scopus 로고    scopus 로고
    • note
    • Internal epoxides have been reported to rearrange to a ketone much slower than their terminal analogues. See ref 15 for relevant examples.
  • 31
    • 33748610078 scopus 로고    scopus 로고
    • note
    • Though this procedure produces small amounts of ketone as a side product, the ketone and lactone can easily be separated because of the large disparity in their boiling points (e.g., acetone bp = 56 °C at 760 mmHg, β-butyrolactone bp = 72 °C at 29 mmHg).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.