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Synlett 1995; 1995(SI): 501-502
DOI: 10.1055/s-1995-5272
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Diastereoselective 1,4-Addition of Organocopper-Lanthanoid Reagents to α,β-Unsaturated Ketones Containing 1,3-Oxathiane As a Chiral Auxiliary

Kiitiro Utimoto* , Tomohiro Kodama, Seijiro Matsubara1
  • *Division of Material Chemistry, Faculty of Engineering, Kyoto University, Yoshida, Sakyo, Kyoto, 606-01, Japan
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Publication History

Publication Date:
31 December 2000 (online)

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1,4-Addition of organocopper reagent to α,β-unsaturated ketones containing a chiral 1,3-oxathiane proceeded diastereoselectively to give optically active β-substituted ketones in good yields; an addition of ytterbium trichloride to this reaction improved the diastereoselectivity.

1,4-Addition - Organocopper - Lanthanoid salt - Diastereoselective - Chiral auxiliary