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Volumn 40, Issue 16, 1999, Pages 3175-3178

General synthesis of chiral β-hydroxy sulfones via enantioselective ruthenium-catalyzed hydrogenation

Author keywords

[No Author keywords available]

Indexed keywords

BETA HYDROXYSULFONE; RUTHENIUM; SULFONE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0033574701     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)00453-0     Document Type: Article
Times cited : (45)

References (31)
  • 1
    • 0003936370 scopus 로고
    • Wiley Interscience: New York
    • The Chemistry of Sulfur-containing Functional Groups; Patai, S., Rappoport, Z. Eds.; Wiley Interscience: New York, 1993. Oae, S. Organic Sulfur Chemistry; CRC Press: Boca Raton, 1991. Chemistry of Organosulfur Compounds; Belen'Kii, L. I., Ed.; Ellis Horwood: New York, 1990.
    • (1993) The Chemistry of Sulfur-containing Functional Groups
    • Patai, S.1    Rappoport, Z.2
  • 2
    • 0003540874 scopus 로고
    • CRC Press: Boca Raton
    • The Chemistry of Sulfur-containing Functional Groups; Patai, S., Rappoport, Z. Eds.; Wiley Interscience: New York, 1993. Oae, S. Organic Sulfur Chemistry; CRC Press: Boca Raton, 1991. Chemistry of Organosulfur Compounds; Belen'Kii, L. I., Ed.; Ellis Horwood: New York, 1990.
    • (1991) Organic Sulfur Chemistry
    • Oae, S.1
  • 3
    • 0003960597 scopus 로고
    • Ellis Horwood: New York
    • The Chemistry of Sulfur-containing Functional Groups; Patai, S., Rappoport, Z. Eds.; Wiley Interscience: New York, 1993. Oae, S. Organic Sulfur Chemistry; CRC Press: Boca Raton, 1991. Chemistry of Organosulfur Compounds; Belen'Kii, L. I., Ed.; Ellis Horwood: New York, 1990.
    • (1990) Chemistry of Organosulfur Compounds
    • Belen'Kii, L.I.1
  • 7
    • 0031742442 scopus 로고    scopus 로고
    • b) For a recent synthesis of γ-lactones using asymmetric dihydroxylation see : Harcken, C.; Brückner, R.; Rank, E. Chem. Eur. J. 1998, 4, 2342-2352.
    • (1998) Chem. Eur. J. , vol.4 , pp. 2342-2352
    • Harcken, C.1    Brückner, R.2    Rank, E.3
  • 11
    • 84920564546 scopus 로고
    • a) Reviews on baker's yeast reductions including examples of ketones bearing sulfur groups: Servi, S. Synthesis 1990, 1-25.
    • (1990) Synthesis , pp. 1-25
    • Servi, S.1
  • 12
    • 12044253833 scopus 로고
    • and references cited therein
    • Csuk, R.; Glänzer, B. I. Chem. Rev. 1991, 91, 49-97 and references cited therein.
    • (1991) Chem. Rev. , vol.91 , pp. 49-97
    • Csuk, R.1    Glänzer, B.I.2
  • 16
    • 0025068753 scopus 로고
    • One example of reduction of γ-keto sulfone has been reported with chiral oxazaborolidine in e.e. up to 98%. See Corey, E. J.; Bakshi, R. K. Tetrahedron Lett. 1990, 31, 611-614.
    • (1990) Tetrahedron Lett. , vol.31 , pp. 611-614
    • Corey, E.J.1    Bakshi, R.K.2
  • 28
    • 0013558730 scopus 로고    scopus 로고
    • note
    • 3).
  • 29
    • 0013531652 scopus 로고    scopus 로고
    • note
    • 3 (Equation presented)
  • 31
    • 0013488766 scopus 로고    scopus 로고
    • note
    • We are grateful to Dr. R. Schmid (Hoffmann La Roche) for samples of (R)-MeO-BIPHEP = (R)-(+)-6,6′-dimethoxy-2,2′-bis(diphenylphosphino)-1,1′-biphenyl and (S)-MeO-BIPHEP. (Equation presented)


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