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Volumn 16, Issue 26, 2010, Pages 7683-7687

Radical 1,2-o→c transposition for conversion of phenols into benzoates by o-neophyl rearrangement/fragmentation cascade

Author keywords

Alkynes; Phenols; Radical fragmentation; Rearrangement; Thiocarbonates

Indexed keywords

AROMATIC CORES; BOND SCISSIONS; C ATOMS; RADICAL FRAGMENTATION; SINGLE-STEP; THIOCARBONATES;

EID: 77954340598     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201001056     Document Type: Article
Times cited : (20)

References (47)
  • 19
    • 70349866008 scopus 로고    scopus 로고
    • for a lopologically similar anionic rearrangement of 2- benzyloxypyridines, see: J. Yang, G. B. Dudley, J. Org. Chem. 2009, 74, 7998.
    • (2009) J. Org. Chem. , vol.74 , pp. 7998
    • Yang, J.1    Dudley, G.B.2
  • 21
    • 0141888982 scopus 로고    scopus 로고
    • A similar approach, which occurs through a five-membered transition state (1,4 O→C transposition), was used in the total synthesis of the aromatic series of podophyllotoxin. see: A.J. Reynold, A.J. Scott, C.I. Turner, M.S. Sherburn. Am. Chem. Soc. 2003, 125, 12108;
    • (2003) Am. Chem. Soc. , vol.125 , pp. 12108
    • Reynold, A.J.1    Scott, A.J.2    Turner, C.I.3    Sherburn, M.S.4
  • 37
    • 46049109074 scopus 로고    scopus 로고
    • Tris(trimethylsilyl)silane TTMSS: C. Chatgilialoglu. was also found to be a possible source of Si-centered radicals. However, in our hands, the rearrangement has poor reproducibility with this silane
    • Tris(trimethylsilyl)silane (TTMSS: C. Chatgilialoglu. Chem. Eur. J. 2008,14, 2310) was also found to be a possible source of Si-centered radicals. However, in our hands, the rearrangement has poor reproducibility with this silane.
    • (2008) Chem. Eur. J. , vol.14 , pp. 2310


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.