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Volumn 8, Issue 6, 1997, Pages 895-902

Catalytic asymmetric synthesis of secondary alcohols using chiral cis-amino-2-hydroxy-1,2,3,4-tetrahydronaphthalene as chiral ligand

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; AMINOALCOHOL; LIGAND;

EID: 0030953497     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(97)00061-X     Document Type: Article
Times cited : (29)

References (30)
  • 11
    • 0028136134 scopus 로고
    • Di Simone, B.; Savoia, D.; Tagliavini, E.; Umani-Ronchi, A. Tetrahedron: Asymmetry 1995, 6, 301. For a related asymmetric reduction using cis-l-amino-2-indanol see: Hong, Y.; Gao, Y; Nie, X.; Zepp, C. M. Tetrahedron Lett. 1994, 35, 6631.
    • (1994) Tetrahedron Lett. , vol.35 , pp. 6631
    • Hong, Y.1    Gao, Y.2    Nie, X.3    Zepp, C.M.4
  • 12
    • 0343001408 scopus 로고    scopus 로고
    • (1S,2R)-and (lR,2S)-l-amino-2-indanols are commercially available from Aldrich and Sepracor
    • (1S,2R)-and (lR,2S)-l-amino-2-indanols are commercially available from Aldrich and Sepracor.
  • 13
    • 0001405437 scopus 로고
    • Eds. Abel, E. W.; Stone, F. G. A.; Wilkinson, G.; Pergamon: New York. Chapter 11.1
    • a) Jacobsen, E. N, in Comprehensive Organometallic Chemistry II, Eds. Abel, E. W.; Stone, F. G. A.; Wilkinson, G.; Pergamon: New York 1995; Vol. 12. Chapter 11.1.
    • (1995) Comprehensive Organometallic Chemistry II , vol.12
    • Jacobsen, E.N.1
  • 14
    • 84989536113 scopus 로고
    • b) Jacobsen, E. N.; Zhang, W.; Muci, A. R.; Ecker, J. R.; Deng, L. J. Am. Chem. Soc. 1991,113, 7063. The procedure for the synthesis on large scale of l-amino-2-indanol which uses in the key step the Jacobsen's epoxidation of indene is reported by Davies, I. W.; Reider, P. J. Chem. Ind. 1996, 412.
    • (1991) J. Am. Chem. Soc. , vol.113 , pp. 7063
    • Jacobsen, E.N.1    Zhang, W.2    Muci, A.R.3    Ecker, J.R.4    Deng, L.5
  • 15
    • 0009855849 scopus 로고    scopus 로고
    • b) Jacobsen, E. N.; Zhang, W.; Muci, A. R.; Ecker, J. R.; Deng, L. J. Am. Chem. Soc. 1991,113, 7063. The procedure for the synthesis on large scale of l-amino-2-indanol which uses in the key step the Jacobsen's epoxidation of indene is reported by Davies, I. W.; Reider, P. J. Chem. Ind. 1996, 412.
    • (1996) J. Chem. Ind. , pp. 412
    • Davies, I.W.1    Reider, P.2
  • 23
    • 0342567024 scopus 로고    scopus 로고
    • note
    • 2: MeOH 95:5). The HPLC analysis was performed with a Chiralcel ODH column. Ee 99.5%. The Chromatographic analysis was performed with a gradient technique (hexane:isopropanol 90:10 from hexane isopropanol 40:60 in 30 minutes) with a flow rate of 0.5 mL/min. (S,R)-(+)-(5) tR=11.72(min); (R,S)-(-)-(5) tr=13.52(min).
  • 27
    • 0026727019 scopus 로고
    • and ref. therein
    • For quantum chemical modeling of the ketone-borane complex of oxaazaborolidine see: Nevalainen, V. Tetrahedron: Asymmetry 1992, 3, 1563, and ref. therein.
    • (1992) Tetrahedron: Asymmetry , vol.3 , pp. 1563
    • Nevalainen, V.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.