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Volumn 48, Issue 5, 2009, Pages 908-910

Asymmetric Brønsted acid catalysis: Catalytic enantioselective synthesis of highly biologically active dihydroquinazolinones

Author keywords

Antitumor agents; Inhibitors; Organocatalysis; Phosphoric acid diester

Indexed keywords

ALDEHYDES; CATALYSIS; CHELATION; CHEMICAL REACTIONS; CHIRALITY; ENANTIOMERS; PHOSPHORIC ACID; RATE CONSTANTS; REACTION KINETICS; SYNTHESIS (CHEMICAL);

EID: 58349118504     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200804770     Document Type: Article
Times cited : (200)

References (89)
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    • For examples of the application of chiral phosphoric acid diesters, see: a T. Akiyama, J. Itoh, K. Yokota, K. Fuchibe, Angew. Chem. 2004, 116, 1592;
    • For examples of the application of chiral phosphoric acid diesters, see: a) T. Akiyama, J. Itoh, K. Yokota, K. Fuchibe, Angew. Chem. 2004, 116, 1592;
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    • VAPOL-phosphate catalyzed reaction: a G. B. Rowland, H. Zhang, E. B. Rowland, S. Chennamadhavuni, Y. Wang, J. C. Antilla, J. Am. Chem. Soc. 2005, 127, 15696;
    • VAPOL-phosphate catalyzed reaction: a) G. B. Rowland, H. Zhang, E. B. Rowland, S. Chennamadhavuni, Y. Wang, J. C. Antilla, J. Am. Chem. Soc. 2005, 127, 15696;
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    • The absolute configuration of the products was assigned by comparison of the optical rotation value of 1a with the value reported in Ref, 2
    • The absolute configuration of the products was assigned by comparison of the optical rotation value of 1a with the value reported in Ref. [2].
  • 88
    • 58349090621 scopus 로고    scopus 로고
    • The observation that the precipitate and reaction solution in heterogeneous mixtures display different enantioselectivities is not surprising. In such cases it is possible to obtain almost enantiopure product by simple filtration. However, to determine the true enantioselectivity of this reaction, we prepared the HPLC sample from a solution of both the precipitate and the supernatant
    • The observation that the precipitate and reaction solution in heterogeneous mixtures display different enantioselectivities is not surprising. In such cases it is possible to obtain almost enantiopure product by simple filtration. However, to determine the true enantioselectivity of this reaction, we prepared the HPLC sample from a solution of both the precipitate and the supernatant.
  • 89
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    • A detailed experimental procedure and characterization of all products is given in the Supporting Information
    • A detailed experimental procedure and characterization of all products is given in the Supporting Information.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.