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  • Title: A C(2)-symmetric chiral bis-sulfoxide ligand in a rhodium-catalyzed reaction: asymmetric 1,4-addition of sodium tetraarylborates to chromenones.
    Author: Chen J, Chen J, Lang F, Zhang X, Cun L, Zhu J, Deng J, Liao J.
    Journal: J Am Chem Soc; 2010 Apr 07; 132(13):4552-3. PubMed ID: 20353203.
    Abstract:
    A new C(2)-symmetric chiral bis-sulfoxide ligand, (R,R)-1,2-bis(tert-butylsulfinyl)benzene, has been designed and prepared by the reaction of (R)-benzyl tert-butylsulfoxide with (R)-thiosulfinate. This ligand exhibits excellent enantioselectivities in the Rh-catalyzed asymmetric 1,4-addition reaction. In particular, the present work has realized access to optically pure flavanones for the first time through 1,4-addition of arylboronic reagents to chromenones.
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