Citation: Long-Duo Zhang, Cui-Fen Lu, Zu-Xing Chen, Gui-Chun Yang, Jun-Qi Nie. Diastereoselective alkylation reactions employing a new camphor-based 2-phenylimino-2-oxazolidine chiral auxiliary[J]. Chinese Chemical Letters, ;2014, 25(11): 1466-1468. doi: 10.1016/j.cclet.2014.05.044 shu

Diastereoselective alkylation reactions employing a new camphor-based 2-phenylimino-2-oxazolidine chiral auxiliary

1.
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

Corresponding author: Jun-Qi Nie,
Received Date: 8 March 2014
Available Online: 20 May 2014

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 α-alkylated carboxylic acids in good yield and in almost enatiomerically pure form.
- Chiral auxiliaries,
- Alkylation,
- Asymmetric catalysis,
- Camphor-based
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沈阳化工大学材料科学与工程学院沈阳 110142