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Volumn 126, Issue 31, 2004, Pages 9554-9555

Highly regio- and stereoselective rearrangement of epoxides to aldehydes catalyzed by high-valent metalloporphyrin complex, Cr(TPP)OTf

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; CARBONYL DERIVATIVE; CHROMIUM DERIVATIVE; CHROMIUM TETRAPHENYLPORPHYRIN TRIFLATE; DICHLOROETHANE; EPOXIDE; ETHYLENE OXIDE DERIVATIVE; LEWIS ACID; METALLOPORPHYRIN; METHYLALUMINUM BIS(4 BROMO 2,6 DI TERT BUTYL PHENOXIDE); ORGANOMETALLIC COMPOUND; PORPHYRIN DERIVATIVE; SILANE DERIVATIVE; SOLVENT; TRIFLUOROMETHANESULFONIC ACID; UNCLASSIFIED DRUG;

EID: 3543079935     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja047104k     Document Type: Article
Times cited : (145)

References (32)
  • 1
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    • For a review and some recent examples: (a) Silva, L. F., Jr. Tetrahedron 2002, 58, 9137-9161.
    • (2002) Tetrahedron , vol.58 , pp. 9137-9161
    • Silva Jr., L.F.1
  • 11
    • 3543085338 scopus 로고    scopus 로고
    • note
    • 5: see ref 4d.
  • 16
    • 3042539752 scopus 로고    scopus 로고
    • Yamamoto, H., Ed., Oxford: New York; Chapter 2
    • (e) Maruoka, K. In Lewis Acid Reagents; Yamamoto, H., Ed., Oxford: New York, 1999; Chapter 2, pp 5-29.
    • (1999) Lewis Acid Reagents , pp. 5-29
    • Maruoka, K.1
  • 17
    • 0029951958 scopus 로고    scopus 로고
    • Applications of MABR-mediated rearrangement of epoxides to natural product synthesis: (a) Bando, T.; Shishido, K. Chem. Commun. 1996, 1357-1358.
    • (1996) Chem. Commun. , pp. 1357-1358
    • Bando, T.1    Shishido, K.2
  • 20
    • 3543107571 scopus 로고    scopus 로고
    • note
    • This requirement sometimes imposes several practical limitations on this valuable reagent, including the need for special workup techniques (see refs 4b and 4e).
  • 24
    • 3543063181 scopus 로고    scopus 로고
    • Several synthetically useful metalloporphyrin-catalyzed reactions have recently been reported: (a) Chen, Y.; Huang, L.; Zhang, X. P. Org. Lett. 2003, 2493-2496.
    • (2003) Org. Lett. , pp. 2493-2496
    • Chen, Y.1    Huang, L.2    Zhang, X.P.3
  • 27
  • 28
    • 0000194931 scopus 로고
    • 3-mediated stereoselective rearrangements of epoxides: (a) Jung, M. E.; D'Amico, D. C. J. Am. Chem. Soc. 1993, 115, 12208-12209.
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 12208-12209
    • Jung, M.E.1    D'Amico, D.C.2
  • 32
    • 3543078386 scopus 로고    scopus 로고
    • note
    • Kimura et al. have reported that MAD, methyl aluminum bis(4-methyl-2,6-di-tert-butylphenoxide, can induce the rearrangement of epoxide 1g to aldehyde 3g (see ref 5c).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.