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Diastereoselective alkylation reactions employing a new camphor-based 2-phenylimino-2-oxazolidine chiral auxiliary
Authors:Long-Duo Zhang  Cui-Fen Lu  Zu-Xing Chen  Gui-Chun Yang  Jun-Qi Nie
Affiliation:Hubei Collaborative Innovation Center for Advanced Organochemical Materials & Ministry-of-Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules, Hubei University, Wuhan 430062, China
Abstract:A new camphor-based 2-phenylimino-2-oxazolidine chiral auxiliary was prepared and it was shown to be a particularly effective chiral auxiliary for asymmetric alkylations affording high yields and diastereoselectivities. The alkylation products were readily cleaved by simple alkaline hydrolysis to give a-alkylated carboxylic acids in good yield and in almost enatiomerically pure form.
Keywords:Chiral auxiliaries Alkylation Asymmetric catalysis Camphor-based
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