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Volumn 1, Issue 11, 1999, Pages 1855-1857

A highly enantioselective indium-mediated allylation reaction of aldehydes

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EID: 0000162932     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol990316f     Document Type: Article
Times cited : (107)

References (40)
  • 1
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    • For a review, see: (a) Li, C. J. Chem. Rev. 1993, 93, 2023-2035.
    • (1993) Chem. Rev. , vol.93 , pp. 2023-2035
    • Li, C.J.1
  • 18
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    • (g) 1998, 4, 449-450.
    • (1998) Chem. Commun. , vol.4 , pp. 449-450
  • 19
    • 0032473441 scopus 로고    scopus 로고
    • For selected enantioselective allylation of aldehydes with allylzinc reagents, see: (a) Hong, B.-C.; Hong, J.-H.; Tsai, Y.-C. Angew. Chem. Int. Ed. 1998, 37, 468-470; Angew. Chem. 1998, 110, 482-484.
    • (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 468-470
    • Hong, B.-C.1    Hong, J.-H.2    Tsai, Y.-C.3
  • 20
    • 0032473441 scopus 로고    scopus 로고
    • For selected enantioselective allylation of aldehydes with allylzinc reagents, see: (a) Hong, B.-C.; Hong, J.-H.; Tsai, Y.-C. Angew. Chem. Int. Ed. 1998, 37, 468-470; Angew. Chem. 1998, 110, 482-484.
    • (1998) Angew. Chem. , vol.110 , pp. 482-484
  • 27
    • 33845183116 scopus 로고
    • (h) For enantioselective reaction with allylboranes, see: Corey, E. J.; Yu, C. M.; S. S. Kim, J. A. Chem. Soc. 1989, 111, 5495-5496.
    • (1989) J. A. Chem. Soc. , vol.111 , pp. 5495-5496
    • Corey, E.J.1    Yu, C.M.2    Kim, S.S.3
  • 30
    • 0027347975 scopus 로고
    • and references therein
    • (c) Dihydroxylation: Crispino, G. A.; Ho, P. T.; Sharpless, K. B. Science, 1993, 259, 64-66 and references therein.
    • (1993) Science , vol.259 , pp. 64-66
    • Crispino, G.A.1    Ho, P.T.2    Sharpless, K.B.3
  • 33
    • 0000234063 scopus 로고    scopus 로고
    • and references therein
    • (f) Enolate alkylation: Corey, E. J.; Xu, F.; Noe, M. N. J. Am. Chem. Soc. 1997, 119, 12414-12415 and references therein.
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 12414-12415
    • Corey, E.J.1    Xu, F.2    Noe, M.N.3
  • 40
    • 85034138028 scopus 로고    scopus 로고
    • note
    • 9 The aqueous phase was neutralized with 1 M sodium bicarbonate solution and extracted with ethyl acetate (10 mL × 5). The combined organic extracts were dried with sodium sulfate and concentrated under vacuum to give 97% of 2 as a white solid (143 mg, 0.243 mmol).


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