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Volumn 125, Issue 38, 2003, Pages 11472-11473

Rh-catalyzed kinetic resolution of enynes and highly enantioselective formation of 4-alkenyl-2,3-disubstituted tetrahydrofurans

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE DERIVATIVE; METAL; TETRAHYDROFURAN DERIVATIVE;

EID: 0141645606     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0351950     Document Type: Article
Times cited : (57)

References (30)
  • 4
    • 84941216140 scopus 로고
    • Morrison, J. D., Ed.; Academic Press: New York
    • (b) Finn, M. G.; Sharpless, K. B. In Asymmetric Synthesis; Morrison, J. D., Ed.; Academic Press: New York, 1985, 247.
    • (1985) Asymmetric Synthesis , pp. 247
    • Finn, M.G.1    Sharpless, K.B.2
  • 17
    • 0035825133 scopus 로고    scopus 로고
    • Tetrahydrofurans: (a) Hatano, M.; Terada, M.; Mikami, K. Angew. Chem. 2001, 113, 255; Angew. Chem., Int. Ed. 2001, 40, 249.
    • (2001) Angew. Chem., Int. Ed. , vol.40 , pp. 249
  • 19
    • 33748241769 scopus 로고    scopus 로고
    • Pyrrolidine: (b) Goeke, A.; Sawamura, M.; Kuwano, R.; Ito, Y. Angew. Chem. 1996, 108, 686; Angew. Chem. Ed. Engl. 1996, 35, 662.
    • (1996) Angew. Chem. Ed. Engl. , vol.35 , pp. 662
  • 27
    • 0141827631 scopus 로고    scopus 로고
    • note
    • The trans configuration of cycloisomerization products was identified by nOe experimentations of compounds 8a, and 8b.
  • 28
    • 0141716296 scopus 로고    scopus 로고
    • note
    • The absolute configurations of (2R,5S)-7a and (2S,5S)-7a were deduced by the Mosher ester experimentation. Using (R)- and (S)-Mosher acids, we prepared responding esters with enantiomerically pure compounds 7a.
  • 30
    • 0141716294 scopus 로고    scopus 로고
    • note
    • During the investigation of substrate scopes, substrates 3a and 3c were successfully employed in the kinetic resolution protocol with (S)-BINAP. Some others substrates S1, S3, S5 (in Supporting Information 2) were examined. and the excellent selectivity was observed as expected. Please see details in Supporting Information 2.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.