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Volumn 127, Issue 50, 2005, Pages 17938-17947

Fesulphos-palladium(II) complexes as well-defined catalysts for enantioselective ring opening of meso heterobicyclic alkenes with organozinc reagents

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSTS; COMPUTATION THEORY; OLEFINS; PALLADIUM COMPOUNDS; X RAY ANALYSIS;

EID: 29344475744     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja055692b     Document Type: Article
Times cited : (103)

References (50)
  • 1
    • 0003445429 scopus 로고    scopus 로고
    • Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds.; Springer-Verlag: Berlin
    • For excellent overviews on asymmetric catalysis, see: (a) Comprehensive Asymmetric Catalysis; Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds.; Springer-Verlag: Berlin, 1999.
    • (1999) Comprehensive Asymmetric Catalysis
  • 4
    • 1842631437 scopus 로고    scopus 로고
    • See also: (d) Trost, B. M. PNAS 2004, 101, 5348.
    • (2004) PNAS , vol.101 , pp. 5348
    • Trost, B.M.1
  • 37
    • 0037239379 scopus 로고    scopus 로고
    • For a review on enantioselective metal-catalyzed opening reactions of oxabicyclic alkenes, see: (g) Lautens, M.; Fagnou, K.; Hiebert, S. Acc. Chem. Res. 2003, 56, 48.
    • (2003) Acc. Chem. Res. , vol.56 , pp. 48
    • Lautens, M.1    Fagnou, K.2    Hiebert, S.3
  • 39
    • 29344435585 scopus 로고    scopus 로고
    • note
    • The absolute configuration of the alcohols 3a-b, 7a-b, 8a-b, and 16a was established by comparison with the chiral HPLC data reported for both enantiomers of these compounds (see refs 8a-d).
  • 42
    • 29344461789 scopus 로고    scopus 로고
    • note
    • 2 was not observed even with an excess of Mer Zn (over 5.0 equiv) under prolonged reaction times.
  • 47
    • 29344465203 scopus 로고    scopus 로고
    • note
    • Two slightly different structures were detected in the crystal, differing mainly in the orientation of the counterion.
  • 48
    • 29344452227 scopus 로고    scopus 로고
    • note
    • 6.
  • 49
    • 13444263562 scopus 로고    scopus 로고
    • The cis stereochemistry of (+)-17a was confirmed by comparison of its physical and spectroscopical data with those reported in the literature for racemic cis-17a and trans-17a (see, for instance: Gómez Arrayás, R.; Cabrera, S.; Carretero, J. C. Org. Lett. 2005, 7, 219). The absolute stereochemistry of (+)-17a was assumed as (1R,2R) according to the reaction mechanism.
    • (2005) Org. Lett. , vol.7 , pp. 219
    • Gómez Arrayás, R.1    Cabrera, S.2    Carretero, J.C.3
  • 50
    • 0003487210 scopus 로고
    • University Science Books, Mill Valley, CA
    • Perpendicular and coplanar arrangements of alkene ligands with respect to the coordination plane have been reported for alkene-platinum complexes. The actual orientation of the alkene has been proposed to be governed by steric factors. See, for instance; Collman, J. P.; Norton, J. R.; Finke, R. G. In Principles and Applications of Organotransition Metal Chemistry; University Science Books, Mill Valley, CA, 1987; pp 41-42.
    • (1987) Principles and Applications of Organotransition Metal Chemistry , pp. 41-42
    • Collman, J.P.1    Norton, J.R.2    Finke, R.G.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.