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Volumn 46, Issue 13, 2005, Pages 2299-2301

2-(Prenyloxymethyl)benzoyl (POMB) as a new temporary protecting group for alcohols

Author keywords

DDQ; Prenyl ethers; Protecting groups; Ytterbium triflate

Indexed keywords

4 DIMETHYLAMINOPYRIDINE; ACETIC ACID DERIVATIVE; ALCOHOL DERIVATIVE; BENZOIC ACID DERIVATIVE; BENZYL DERIVATIVE; DICYCLOHEXYLCARBODIIMIDE; ESTER DERIVATIVE; HYDROXYL GROUP; PHTHALIDE DERIVATIVE; REAGENT;

EID: 14744303662     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.02.008     Document Type: Article
Times cited : (13)

References (31)
  • 6
    • 0001451699 scopus 로고
    • Well-known chloracetyl (ClAc) and levulinoyl (Lev) esters are deprotected by 'assisted cleavage' mechanism. For the deprotection of ClAc esters: C.A.A. Van Boeckel, and T. Beetz Tetrahedron Lett. 24 1983 3775 3778 and references cited therein
    • (1983) Tetrahedron Lett. , vol.24 , pp. 3775-3778
    • Van Boeckel, C.A.A.1    Beetz, T.2
  • 15
    • 0344413534 scopus 로고    scopus 로고
    • We recently developed a two-step procedure for the selective cleavage of prenyl carbamates: J.-M. Vatèle Tetrahedron Lett. 46 2003 9127 9129
    • (2003) Tetrahedron Lett. , vol.46 , pp. 9127-9129
    • Vatèle, J.-M.1
  • 17
    • 85030805543 scopus 로고    scopus 로고
    • note
    • 3: C, 70.89; H, 7.32; O, 21.79. Found: C, 70.64; H, 7.17; O, 21.99
  • 20
    • 85030812733 scopus 로고    scopus 로고
    • All new compounds gave satisfactory physical and analytical data
    • All new compounds gave satisfactory physical and analytical data
  • 21
    • 85030807275 scopus 로고    scopus 로고
    • note
    • 7: C, 62.69; H, 7.41; N, 3.32; O, 26.57. Found: C, 62.63; H, 7.53; N, 3.37; O, 26.47
  • 22
    • 85030812212 scopus 로고    scopus 로고
    • note
    • 3 as a lactonisation agent
  • 23
    • 85030815141 scopus 로고    scopus 로고
    • note
    • 3). Spectroscopic data are in accordance with those of an authentic sample
  • 24
    • 0035858616 scopus 로고    scopus 로고
    • The propensity of the 4-O-acetyl group of methyl 2,3,4-tri-O-acetyl- α-d-glucopyranoside to migrate in 6 position under acidic and basic conditions is well precedented. In acid medium: X. Li, H. Ohtake, H. Takahashi, and S. Ikegami Tetrahedron 57 2001 4283 4295
    • (2001) Tetrahedron , vol.57 , pp. 4283-4295
    • Li, X.1    Ohtake, H.2    Takahashi, H.3    Ikegami, S.4
  • 28
    • 0032558124 scopus 로고    scopus 로고
    • See for recent examples of the uses of these protecting groups in oligosaccharide synthesis. For Lev and ClAc: C.-H. Wong, X.-S. Ye, and Z. Zhang J. Am. Chem. Soc. 120 1998 7137 7138
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 7137-7138
    • Wong, C.-H.1    Ye, X.-S.2    Zhang, Z.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.