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Volumn 54, Issue 51, 2013, Pages 7080-7082

Base mediated deprotection strategies for trifluoroethyl (TFE) ethers, a new alcohol protecting group

Author keywords

Deprotection; Difluorovinyl; Dihydroxylation; Electrophilic oxygen; Trifluoroethyl ether

Indexed keywords

ETHER DERIVATIVE; LITHIUM; OSMIUM TETRAOXIDE; TRIFLUOROETHYL ETHER; UNCLASSIFIED DRUG;

EID: 84888016287     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2013.10.097     Document Type: Article
Times cited : (19)

References (41)
  • 5
    • 84888011765 scopus 로고
    • Baldwin and Tomesch used trifluoroethanol as a solvent for cationic cyclization reactions used for their synthesis of cyclosativene, which resulted in the formation of a trifluoroethyl ether. S.W. Baldwin, and J.C. Tomesch J. Org. Chem. 45 1980 5052 5057 This trifluoroethyl ether was found to be resistant to reductive and oxidative cleavage conditions. Only by using a large excess of sodium naphthalene developed as described by Sargent could the group be cleaved (Ref. 8)
    • (1980) J. Org. Chem. , vol.45 , pp. 5052-5057
    • Baldwin, S.W.1    Tomesch, J.C.2
  • 15
    • 84859616897 scopus 로고    scopus 로고
    • Recently Carreira has shown that this reagent can be formed and used in situ
    • Recently Carreira has shown that this reagent can be formed and used in situ: S.A. Kunzi, B. Morandi, and E.M. Carreira Org. Lett. 14 2012 1900 1901
    • (2012) Org. Lett. , vol.14 , pp. 1900-1901
    • Kunzi, S.A.1    Morandi, B.2    Carreira, E.M.3
  • 19
    • 0001585253 scopus 로고
    • Nakai's approach (Ref. 10) has been used by others to access more complex difluorovinyl ethers or exploit their reactivity in clever ways
    • Nakai's approach (Ref. 10) has been used by others to access more complex difluorovinyl ethers or exploit their reactivity in clever ways: B.W. Metcalf, E.T. Jarvi, and J.P. Burkhart Tetrahedron Lett. 26 1985 2861 2864
    • (1985) Tetrahedron Lett. , vol.26 , pp. 2861-2864
    • Metcalf, B.W.1    Jarvi, E.T.2    Burkhart, J.P.3
  • 30
    • 0000345431 scopus 로고
    • These conditions were originally reported by
    • These conditions were originally reported by: R.M. Williams, and E. Kwast Tetrahedron Lett. 30 1989 451 454
    • (1989) Tetrahedron Lett. , vol.30 , pp. 451-454
    • Williams, R.M.1    Kwast, E.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.