Chiral auxiliaries: A new neutral reaction system with lipophilic [18]crown-6 derivatives and with an aqueous KCl solution has been successfully utilized for several conjugate-addition reactions (see scheme). The ring size, lipophilicity of the crown ether, and the presence of water are crucial to promote the reaction efficiently. The reaction system can also be applied to asymmetric conjugate addition of the chiral acyloxazolidinone with excellent diastereoselectivity.
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Shirakawa et al. (2012) studied this question.
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