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Volumn 12, Issue 20, 2010, Pages 4506-4509

Palladium-catalyzed oxidative cross-coupling reaction of arylboronic acids with diazoesters for stereoselective synthesis of (E)-α,β- diarylacrylates

Author keywords

[No Author keywords available]

Indexed keywords

ACRYLIC ACID; ACRYLIC ACID DERIVATIVE; AZO COMPOUND; AZOESTER; BORON DERIVATIVE; BORONIC ACID DERIVATIVE; PALLADIUM;

EID: 77957834673     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol101796t     Document Type: Article
Times cited : (68)

References (45)
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    • Examples of Pd-catalyzed carbenoid-mediated cross-coupling reactions for C=C bond formation, see
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  • 19
    • 77957842326 scopus 로고    scopus 로고
    • For examples, see
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    • 77957853945 scopus 로고    scopus 로고
    • Metal-free reactions of diazo carbonyl compounds with arylboronic acids, see
    • Metal-free reactions of diazo carbonyl compounds with arylboronic acids, see
  • 26
    • 77957832957 scopus 로고    scopus 로고
    • For examples of synthesis of arylpalladium(II) complexes, see
    • For examples of synthesis of arylpalladium(II) complexes, see
  • 31
    • 14544270625 scopus 로고    scopus 로고
    • a values of boric acid [9.236 (water, 298 K)] and acetic acid [4.756 (water, 298 K) [, 2nd ed.; McGraw-Hill: New York, U.S., ], spontaneous protonation of the acetate by boric acid seems unlikely. To account for the finding, we conjectured that the boric acid would stabilize the dissociated acetate by hydrogen bonding, thereby lowering its nucleophilicity for recoordination to the unsaturated Pd(II) complex.
    • a values of boric acid [9.236 (water, 298 K)] and acetic acid [4.756 (water, 298 K) [ Gokel, G.W. Dean's Handbook of Organic Chemistry, 2nd ed.; McGraw-Hill: New York, U.S., 2004, ], spontaneous protonation of the acetate by boric acid seems unlikely. To account for the finding, we conjectured that the boric acid would stabilize the dissociated acetate by hydrogen bonding, thereby lowering its nucleophilicity for recoordination to the unsaturated Pd(II) complex.
    • (2004) Dean's Handbook of Organic Chemistry
    • Gokel, G.W.1
  • 34
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    • Examples of diaryl vinyl ketone and flavone as scaffolds of bioactive compounds
    • Examples of diaryl vinyl ketone and flavone as scaffolds of bioactive compounds
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    • Examples of migratory insertion of metal - carbenes, see
    • Examples of migratory insertion of metal - carbenes, see
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    • For reviews, see
    • For reviews, see
  • 45
    • 77957844324 scopus 로고
    • Experimental and Computational Tools for Mechanistic Study: A Modified Perkin Condensation leading to Alpha-Phenylcinnamic Acid Isomers;, June 12 - July 7.
    • Pálinkó, I.; Török, B.; Tasi, G.; Körtvélyesi, T. Experimental and Computational Tools for Mechanistic Study: A Modified Perkin Condensation leading to Alpha-Phenylcinnamic Acid Isomers; Electronic Conference on Trends in Organic Chemistry-1, June 12 - July 7, 1995.
    • (1995) Electronic Conference on Trends in Organic Chemistry-1
    • Pálinkó, I.1    Török, B.2    Tasi, G.3    Körtvé lyesi, T.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.