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Volumn 38, Issue 39, 1997, Pages 6861-6864

Highly enantiofacial protonation of prochiral lithium enolates with chiral β-hydroxy sulfoxides

Author keywords

[No Author keywords available]

Indexed keywords

CARBONYL DERIVATIVE; CYCLOHEXANONE DERIVATIVE; ORGANOLITHIUM COMPOUND; SULFOXIDE;

EID: 0030839482     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)01618-3     Document Type: Article
Times cited : (36)

References (33)
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    • Patai, S.; Rappoport, Z.; Stirling, C. J. M., Ed; John Wiley and Sons, Chichester; Chapter 11
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    • note
    • 11], 75% ee. All cases examined afforded S-6 as the major isomer.
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    • Bravo, P.; Piovosi, E.; Resnati, G. Synthesis 1986, 579. Yamazaki, T.; Ishikawa, N.; Iwatsubo, H.; Kitazume, T. J. Chem. Soc., Chem. Commun. 1987, 1340. Bravo, P.; Frigerio, M.; Resnati, G. Synthesis 1988, 955. Bravo, P.; Pregnolato, M.; Resnati, G. J. Org. Chem. 1992, 57, 2726.
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    • Due to the well-known oligomcric structure of lithium enolates in solution the actual transition state structure quite likely involves a number of other coordinating species. For leading references, see: (a) Seebach, D. Angew. Chem., Int. Ed. Engl. 1988, 27, 1624.
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