Chinese Journal of Organic Chemistry >
Synthesis of Oxazolidinone Derivative from Chloramphenicol and Its Asymmetric Induction in Aldol Reaction
Received date: 2015-04-14
Revised date: 2015-04-27
Online published: 2015-05-06
Supported by
Project supported by the National Natural Science Foundation of China (No. 21272279).
A new oxazolidinone chiral auxiliary was prepared from chloramphenicol in 5 steps. Aldol reactions between enolates bearing this auxiliary and varied aldehydes in the presence of TiCl4/N,N'-tetramethylethalenediamine (TMEDA) were found to proceed in high yield (>80%) and diastereoselectivity (dr≥19:1) to give Evans syn-aldol adducts.
Li Wei , Li Yunfeng , Yu Xiaoming . Synthesis of Oxazolidinone Derivative from Chloramphenicol and Its Asymmetric Induction in Aldol Reaction[J]. Chinese Journal of Organic Chemistry, 2015 , 35(8) : 1657 -1664 . DOI: 10.6023/cjoc201504021
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