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Volumn 137, Issue 49, 2015, Pages 15374-15377

Stereospecific Rhodium-Catalyzed Allylic Substitution with Alkenyl Cyanohydrin Pronucleophiles: Construction of Acyclic Quaternary Substituted α,β-Unsaturated Ketones

Author keywords

[No Author keywords available]

Indexed keywords

ALKYLATION; ALLYLATION; CATALYSIS; RHODIUM; SUBSTITUTION REACTIONS; SYNTHESIS (CHEMICAL);

EID: 84950261976     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/jacs.5b10270     Document Type: Article
Times cited : (46)

References (41)
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    • For a recent review on the enantioselective construction of acyclic quaternary carbon stereogenic centers, see
    • For a recent review on the enantioselective construction of acyclic quaternary carbon stereogenic centers, see: Das, J. P.; Marek, I. Chem. Commun. 2011, 47, 4593 10.1039/c0cc05222a
    • (2011) Chem. Commun. , vol.47 , pp. 4593
    • Das, J.P.1    Marek, I.2
  • 7
    • 84870322202 scopus 로고    scopus 로고
    • For recent reviews on the enantioselective enolate alkylation reaction, see: In, De Vries, J. G. Molander, G. A. Evans, P. A. Thieme: Stuttgart, Germany, Vol.
    • For recent reviews on the enantioselective enolate alkylation reaction, see: Stoltz, B. M.; Mohr, J. T. In Science of Synthesis, De Vries, J. G.; Molander, G. A.; Evans, P. A., Eds.; Thieme: Stuttgart, Germany, 2010; Vol. 3, p 567.
    • (2010) Science of Synthesis , vol.3 , pp. 567
    • Stoltz, B.M.1    Mohr, J.T.2
  • 14
    • 74849140182 scopus 로고    scopus 로고
    • For a recent review on the transition metal-catalyzed enolate arylation reaction, see
    • For a recent review on the transition metal-catalyzed enolate arylation reaction, see: Johansson, C. C. C.; Colacot, T. J. Angew. Chem., Int. Ed. 2010, 49, 676 10.1002/anie.200903424
    • (2010) Angew. Chem., Int. Ed. , vol.49 , pp. 676
    • Johansson, C.C.C.1    Colacot, T.J.2
  • 21
    • 84878227640 scopus 로고    scopus 로고
    • For an alternate approach involving asymmetric reductive acyl cross-coupling, see
    • For an alternate approach involving asymmetric reductive acyl cross-coupling, see: Cherney, A. H.; Kadunce, N. T.; Reisman, S. E. J. Am. Chem. Soc. 2013, 135, 7442 10.1021/ja402922w
    • (2013) J. Am. Chem. Soc. , vol.135 , pp. 7442
    • Cherney, A.H.1    Kadunce, N.T.2    Reisman, S.E.3
  • 22
    • 33845379388 scopus 로고
    • For an example of the palladium-catalyzed allylic alkylation with a cyanohydrin pronucleophile, see
    • For an example of the palladium-catalyzed allylic alkylation with a cyanohydrin pronucleophile, see: Tsuji, J.; Shimizu, I.; Minami, I.; Ohashi, Y.; Sugiura, T.; Takahashi, K. J. Org. Chem. 1985, 50, 1523 10.1021/jo00209a032
    • (1985) J. Org. Chem. , vol.50 , pp. 1523
    • Tsuji, J.1    Shimizu, I.2    Minami, I.3    Ohashi, Y.4    Sugiura, T.5    Takahashi, K.6
  • 33
    • 0032503512 scopus 로고    scopus 로고
    • For mechanistic studies, see
    • For mechanistic studies, see: Evans, P. A.; Nelson, J. D. J. Am. Chem. Soc. 1998, 120, 5581 10.1021/ja980030q
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 5581
    • Evans, P.A.1    Nelson, J.D.2
  • 39
    • 0033591863 scopus 로고    scopus 로고
    • The term conservation of enantiomeric excess (cee) = (ee of product/ee of starting material) × 100.
    • The term conservation of enantiomeric excess (cee) = (ee of product/ee of starting material) × 100. Evans, P. A.; Robinson, J. E.; Nelson, J. D. J. Am. Chem. Soc. 1999, 121, 6761 10.1021/ja991089f
    • (1999) J. Am. Chem. Soc. , vol.121 , pp. 6761
    • Evans, P.A.1    Robinson, J.E.2    Nelson, J.D.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.