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Volumn 129, Issue 4, 2007, Pages 742-743

Asymmetric conjugate addition of silyl enol ethers catalyzed by tethered bis(8-quinolinolato) aluminum complexes

Author keywords

[No Author keywords available]

Indexed keywords

ALUMINUM DERIVATIVE; BIS(8 QUINOLINOLATO)ALUMINUM DERIVATIVE; SILANE DERIVATIVE; SILYL ENOYL ETHER DERIVATIVE; UNCLASSIFIED DRUG;

EID: 33846613821     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0668320     Document Type: Article
Times cited : (73)

References (51)
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    • Eliel, E. L, Wilen, S. H, Eds, Wiley: New York
    • (b) Oare, D. A.; Heathcock, C. A. In Topics in Stereochemistry; Eliel, E. L., Wilen, S. H., Eds.; Wiley: New York, 1991; Vol. 20, pp 124-170.
    • (1991) Topics in Stereochemistry , vol.20 , pp. 124-170
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  • 4
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    • Lewis acid catalyzed asymmetric MM reactions, see: a
    • Lewis acid catalyzed asymmetric MM reactions, see: (a) Bernardi, A.; Colombo, G.; Scolastico, C. Tetrahedron Lett. 1996, 37, 8921-8924.
    • (1996) Tetrahedron Lett , vol.37 , pp. 8921-8924
    • Bernardi, A.1    Colombo, G.2    Scolastico, C.3
  • 23
    • 0001667250 scopus 로고    scopus 로고
    • Organocatalytic MM reactions, see: a
    • Organocatalytic MM reactions, see: (a) Zhang, F.-Y.; Corey, E. J. Org. Lett. 2001, 3, 639-641.
    • (2001) Org. Lett , vol.3 , pp. 639-641
    • Zhang, F.-Y.1    Corey, E.J.2
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    • Selected recent references, see: a
    • Selected recent references, see: (a) Behenna, D. C.; Stoltz, B. M. J. Am. Chem. Soc. 2004, 126, 15044-15045.
    • (2004) J. Am. Chem. Soc , vol.126 , pp. 15044-15045
    • Behenna, D.C.1    Stoltz, B.M.2
  • 34
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    • Several chiral ligands have been shown to create effective asymmetric environments for mechanistically unrelated reactions, see: Yoon, T. P, Jacobsen, E. N. Science 2003, 299, 1691-1693
    • Several chiral ligands have been shown to create effective asymmetric environments for mechanistically unrelated reactions, see: Yoon, T. P.; Jacobsen, E. N. Science 2003, 299, 1691-1693.
  • 36
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    • The report on the use of α,β-unsaturated acyl phosphonates in Lewis acid catalyzed MM reaction, see: (a) Telan, L. A, Poon, C.-D, Evans, S. A. J. Org. Chem. 1996, 61, 7455-7462, Also see ref 3h
    • The report on the use of α,β-unsaturated acyl phosphonates in Lewis acid catalyzed MM reaction, see: (a) Telan, L. A.; Poon, C.-D.; Evans, S. A. J. Org. Chem. 1996, 61, 7455-7462. (Also see ref 3h.)
  • 37
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    • Relative stereochemistry of the major diastereomer (entry 4) was determined by single-crystal X-ray analysis. Absolute configuration was assigned by analogy with those of Table 1 and eq 1 (see Supporting Information).
    • Relative stereochemistry of the major diastereomer (entry 4) was determined by single-crystal X-ray analysis. Absolute configuration was assigned by analogy with those of Table 1 and eq 1 (see Supporting Information).
  • 38
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    • TMS enol ether of isopropyl phenyl ketone reacted very sluggishly (35% yield).
    • TMS enol ether of isopropyl phenyl ketone reacted very sluggishly (35% yield).
  • 40
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    • The enantioselective indole FCA reaction with α/β-unsaturated acyl phosphonates: Evans, D. A.; Scheldt, K. A.; Fandrick, K. R.; Lam, H. W.; Wu, J. J. Am. Chem. Soc. 2003, 125, 10780-10781.
    • The enantioselective indole FCA reaction with α/β-unsaturated acyl phosphonates: Evans, D. A.; Scheldt, K. A.; Fandrick, K. R.; Lam, H. W.; Wu, J. J. Am. Chem. Soc. 2003, 125, 10780-10781.
  • 49
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    • The absolute configuration was not determined for R′ = Ph.
    • The absolute configuration was not determined for R′ = Ph.
  • 50
    • 33846565472 scopus 로고    scopus 로고
    • + is expected to be cis-β-configured octahedral complex by analogy (see refs 7 and 9).
    • + is expected to be cis-β-configured octahedral complex by analogy (see refs 7 and 9).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.