메뉴 건너뛰기




Volumn 14, Issue 27, 2008, Pages 8079-8081

Enantioselective synthesis of (R)-convolutamydine a with new N-heteroarylsulfonylprolinamides

Author keywords

Aldol reaction; Enantioselectivity heteroarylsulfonyl groups; Hydrogen bonds; Organocatalysis

Indexed keywords

AMIDES; ELECTRON TRANSITIONS; ENANTIOSELECTIVITY; HYDROGEN; SULFUR;

EID: 53849114724     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200800981     Document Type: Article
Times cited : (150)

References (40)
  • 6
    • 24144493658 scopus 로고    scopus 로고
    • For reports of the enantioselective addition of acetone to isatin by using organocatalysis, see: a
    • For reports of the enantioselective addition of acetone to isatin by using organocatalysis, see: a) G. Luppi, P. G. Cozzi, M. Monari, B. Kaptein, Q. B. Broxterman, C. Tomasini, J. Org. Chem. 2005, 70, 7418-7421;
    • (2005) J. Org. Chem , vol.70 , pp. 7418-7421
    • Luppi, G.1    Cozzi, P.G.2    Monari, M.3    Kaptein, B.4    Broxterman, Q.B.5    Tomasini, C.6
  • 8
    • 42649144150 scopus 로고    scopus 로고
    • Recently, Hu and co-workers reported that the enantioselective addition of acetone to α-keto phosphonates by using 5 mol % of organocatalyst derived from bispidine and L-phanylalanine, see: J. Liu, Z. Yang, Z. Wang, X. Chen, X. Liu, X. Feng, Z. Su, C. Hu, J. Am. Chem. Soc. 2008, 130, 5654-5655.
    • Recently, Hu and co-workers reported that the enantioselective addition of acetone to α-keto phosphonates by using 5 mol % of organocatalyst derived from bispidine and L-phanylalanine, see: J. Liu, Z. Yang, Z. Wang, X. Chen, X. Liu, X. Feng, Z. Su, C. Hu, J. Am. Chem. Soc. 2008, 130, 5654-5655.
  • 9
    • 53849109121 scopus 로고    scopus 로고
    • For reviews, see: a Enantioselective Organocatalysis (Ed.: P. 1. Dalko), Wiley-VCH, Weinheim, 2007;
    • For reviews, see: a) Enantioselective Organocatalysis (Ed.: P. 1. Dalko), Wiley-VCH, Weinheim, 2007;
  • 10
    • 47749122232 scopus 로고    scopus 로고
    • Eds, A. Berkessel, H. Gröger, Wiley-VCH, New York
    • b) Asymmetric Organocatalysis (Eds.; A. Berkessel, H. Gröger). Wiley-VCH, New York, 2005;
    • (2005) Asymmetric Organocatalysis
  • 20
    • 34250810792 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2007, 46, 3329-3332;
    • (2007) Angew. Chem. Int. Ed , vol.46 , pp. 3329-3332
  • 26
    • 5144222240 scopus 로고    scopus 로고
    • For chiral N-sulfonylprorinamide organocatalysts, see: a
    • For chiral N-sulfonylprorinamide organocatalysts, see: a) A. Berkessel, B. Koch, J. Lex, Adv. Synth. Catal. 2004, 346, 1141-1146;
    • (2004) Adv. Synth. Catal , vol.346 , pp. 1141-1146
    • Berkessel, A.1    Koch, B.2    Lex, J.3
  • 31
    • 23744473863 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2005, 44, 4877-4880;
    • (2005) Angew. Chem. Int. Ed , vol.44 , pp. 4877-4880
  • 37
    • 0031566710 scopus 로고    scopus 로고
    • To our knowledge, there are only three reports of chiral ligands that have a heteroarylsulfonyl group; see: a
    • To our knowledge, there are only three reports of chiral ligands that have a heteroarylsulfonyl group; see: a) S. Diltz. G. Aguirre, F. Ortega, P. J. Walsh. Tetrahedron: Asymmetry 1997, 8, 3559-3562;
    • (1997) Tetrahedron: Asymmetry , vol.8 , pp. 3559-3562
    • Diltz, S.1    Aguirre, G.2    Ortega, F.3    Walsh, P.J.4
  • 40
    • 38949114233 scopus 로고    scopus 로고
    • Recently, Tomasini and co-workers reported that a DFT calculation for the L-proline-catalyzed aldol reaction of 4-bromoisatin with acetone shows two stable TSs. one of the TSs (anti-trans-TS) is more stable than the other (syn-trans-TS); see: R. J. Corrêa, S. J. Garden, G. Angelici, C. Tomasini, Eur. J. Org. Chem. 2008, 736-738.
    • Recently, Tomasini and co-workers reported that a DFT calculation for the L-proline-catalyzed aldol reaction of 4-bromoisatin with acetone shows two stable TSs. one of the TSs (anti-trans-TS) is more stable than the other (syn-trans-TS); see: R. J. Corrêa, S. J. Garden, G. Angelici, C. Tomasini, Eur. J. Org. Chem. 2008, 736-738.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.