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Volumn 2, Issue 24, 2000, Pages 3833-3836

Stereoselective Synthesis of Optically Active α-hydroxy Ketones and anti-1,2-diols via Asymmetric Transfer Hydrogenation of Unsymmetrically Substituted 1,2-diketones

Author keywords

[No Author keywords available]

Indexed keywords

GLYCOL; KETONE; RUTHENIUM DERIVATIVE;

EID: 0034736377     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0002572     Document Type: Article
Times cited : (144)

References (30)
  • 4
    • 0000043848 scopus 로고
    • and references therein
    • Davis, F. A.; Chen, B.-C. Chem. Rev. 1992, 92, 919-934 and references therein.
    • (1992) Chem. Rev. , vol.92 , pp. 919-934
    • Davis, F.A.1    Chen, B.-C.2
  • 24
    • 85088715502 scopus 로고    scopus 로고
    • note
    • 3CN) at 40 °C gave a 4:1 equilibrium mixture of 4a and 3a after 10 days.
  • 25
    • 85088717842 scopus 로고    scopus 로고
    • note
    • 3 = 1:3.1:2.6) at 40 °C for 24 h resulted in a racemization to 77% ee accompanied with a formation of 14% of 4a. Reaction of (R)-4a under identical conditions resulted in a complete racemization with a formation of 12% of racemic 3a.
  • 28
    • 4444276636 scopus 로고
    • Although optically active syn-1,2-diols with extremely high ee's are readily accessible using the Sharpless AD reaction of trans-disubstitued olefins, anti-diols can be obtained with moderate to good ee's from the AD reaction of cis-olefins (syn-1-phenyl-1,2-propanediol 5b with 97% ee vs anti-1-phenyl-1,2-propanediol 5a with 72% ee). (a) Kolb, H. C.; VanNieuwenhze, M. S.; Sharpless, K. B. Chem. Rev. 1994, 94, 2483-2547.
    • (1994) Chem. Rev. , vol.94 , pp. 2483-2547
    • Kolb, H.C.1    VanNieuwenhze, M.S.2    Sharpless, K.B.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.