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Volumn 51, Issue 26, 1995, Pages 7095-7129

Remote intramolecular free radical functionalizations: An update

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID; STEROID; TERPENOID;

EID: 0029036335     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4020(95)00406-X     Document Type: Review
Times cited : (241)

References (116)
  • 13
    • 84916513945 scopus 로고    scopus 로고
    • Our suggested mechanism for this transformation is shown below.
  • 17
    • 84865851579 scopus 로고
    • Functionalization of unactivated carbon involving photochemical intramolecular rearrangement of nitro group attached to tetrahedral carbon to nitrosooxy group.
    • (1982) Chemistry Letters , pp. 1357
    • Suginome1    Takakuwa2    Orito3
  • 28
    • 84916505284 scopus 로고    scopus 로고
    • A similiar result (shown below) was observed by Ceccherelli and co-workers using a hypoiodite procedure. See: Ceccherelli, P.; Curini, M.; Marcotuillio, M. C.; Mylari, B. L.; Wenkert, E. J. Org. Chem. 1986, 51, 1505.
  • 33
    • 84916489443 scopus 로고    scopus 로고
    • The lead tetraacetate-promoted reaction shown below is a further example of flexible structures undergoing functionalization, see: Mori, T.; Matsui, K.; Nozaki, H. Bull. Chem. Soc. Jpn. 1970, 43, 231.
  • 35
    • 84916470839 scopus 로고    scopus 로고
    • The use of bromine in combination with a heavy metal salt, such as mercuric (oxide, acetate) or silver (oxide, acetate, carbonate), is called a “hypobromite reaction.”
  • 40
    • 84916476907 scopus 로고    scopus 로고
    • The reaction shown in Eq. 31, carried out with IBD, was improved to 67% yield by use of diphenylhydroxyselenium acetate. See Ref. 31b.
  • 41
    • 84987311893 scopus 로고
    • Intramolecular Oxidative Cyclization of Alcohols with Lead Tetraacetate
    • For a more detailed mechanistic explanation, see
    • (1970) Synthesis , pp. 209
    • Mihailovic1    Cekovic2
  • 42
    • 84987559681 scopus 로고
    • Die Hypojodit-Reaktion (Verfahren zur intramolekularen Substitution an nicht-aktivierten C-Atomen)
    • See also reference 2
    • (1971) Synthesis , pp. 501
    • Kalvoda1    Heusler2
  • 82
  • 86
    • 0015500645 scopus 로고
    • For a discussion of the mechanism of the cyanohydrin-ketonitrile reaction, see:
    • (1972) Helv. Chim. Acta , vol.55 , pp. 356
    • Kalvoda1    Botta2
  • 106
    • 85012640262 scopus 로고
    • A Synthesis of 1,3-Diaza Heterocycles. A Hofmann-Loeffler Type of Photocyclization in the Absence of Strong Acid
    • (1976) Synthesis , pp. 201
    • Kimura1    Ban2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.