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Volumn 61, Issue 32, 2005, Pages 7577-7606

The Nazarov cyclization in organic synthesis. Recent advances

Author keywords

Cyclopentenone; Nazarov cyclization; Stereocenter

Indexed keywords

ALKENE DERIVATIVE; ESTER; KETONE DERIVATIVE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE;

EID: 21844434234     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2005.05.019     Document Type: Review
Times cited : (440)

References (86)
  • 18
    • 21844476117 scopus 로고    scopus 로고
    • For exceptions, see Section 6.1.
    • For exceptions, see Section 6.1.
  • 26
    • 21844452878 scopus 로고    scopus 로고
    • see Ref. 8.
    • The experiment shown in Eq. 3 (conditions b) may not be reproducible (see Ref. 8).
  • 28
    • 21844461011 scopus 로고    scopus 로고
    • note
    • Isomerization behavior significantly complicates the reactivity profile (Section 2.3.3). The withdrawing group may create steric interactions (see Section 2.1), or engage in two-point binding to the catalyst (Fig. 2). Both of these factors could also affect reaction rate.
  • 50
    • 21844480847 scopus 로고    scopus 로고
    • note
    • Resolution of allenes (-)-1, and (+)-1 was achieved via chiral HPLC methods.
  • 51
    • 21844474771 scopus 로고    scopus 로고
    • note
    • The absolute stereochemistry was determined by X-ray crystallographic examination of the chiral carbamate derivative. Allene (-)-1 was assigned as (S) and (+)-1 as (R).
  • 78
    • 1342332890 scopus 로고    scopus 로고
    • For an alternative Nazarov cyclization strategy targeting the hydroazulene, see P. Chiu, and S. Li Org. Lett. 6 2004 613 616
    • (2004) Org. Lett. , vol.6 , pp. 613-616
    • Chiu, P.1    Li, S.2
  • 81
    • 21844454414 scopus 로고    scopus 로고
    • see Ref. 2a.
    • For a collection of related examples and a detailed explanation of this form of the Nazarov cyclization, see Ref. 2a.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.