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Volumn 52, Issue 2, 1996, Pages 515-530

Mechanism of one oxygen atom transfer from oxo (salen)manganese(V) complex to olefins

Author keywords

[No Author keywords available]

Indexed keywords

STAPHYLOCOCCUS PHAGE 3A;

EID: 0030052488     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4020(95)00904-3     Document Type: Article
Times cited : (149)

References (37)
  • 1
    • 0000775309 scopus 로고
    • For the review of Mn-salen catalyzed asymmetric epoxidation, see: T. Katsuki, Coord. Chem. Rev. 1995, 140, 189-214.
    • (1995) Coord. Chem. Rev. , vol.140 , pp. 189-214
    • Katsuki, T.1
  • 19
    • 33847089719 scopus 로고
    • b) Involvement of metallaoxetane in the oxidation reaction with oxo-metal species has been proposed by Sharpless, Sharpless, K. B.; Teranishi, A. Y.; Bäckvall, J. E. J. Am. Chem. Soc. 1977, 99, 3120-3128.
    • (1977) J. Am. Chem. Soc. , vol.99 , pp. 3120-3128
    • Sharpless, K.B.1    Teranishi, A.Y.2    Bäckvall, J.E.3
  • 20
    • 85029993465 scopus 로고    scopus 로고
    • note
    • After we found the non-linear relationship between reaction temperature and enantioselectivity and the unusual electronic effect of the salen-substituent on enantioselectivity which suggested the mediacy of metallaoxetane intermediate, we could not immediately give the conclusion on the reaction mechanism, because inspection of metallaoxetane intermediate with CPK model suggested the presence of steric repulsion between C3 and C3′ substituents. At that time, one of the author (T.K.) had an opportunity to review the manuscript of Norrby, P.-O.; Linde, C.; Åkermark, B. which proposed the epoxidation pathway via a metallaoxetane intermediate. Dr. Norrby kindly informed us that the calculation using UFF force field provided a conformer of metallaoxetanes derived from 3 or 4 to be strain-free. However, the other part of their proposal did not agree with our experimental results.
  • 22
    • 58249096669 scopus 로고
    • Oxo Mn-salen complexes catalyze Diels-Alder reaction: Yamashita, Y.; Katsuki, T. Synlett 1995, 829-830.
    • (1995) Synlett , pp. 829-830
    • Yamashita, Y.1    Katsuki, T.2
  • 29
    • 85029981166 scopus 로고    scopus 로고
    • note
    • Mn(III)-salen complex has been established to have a plane structure (ref. 5).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.