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A Mild and Highly Efficient Synthesis of Chiral N ‐Dichloroacetyl‐4‐ethyl‐1,3‐oxazolidines
Author(s) -
Zhao LiXia,
Fu Ying,
Ye Fei,
Gao Shuang
Publication year - 2012
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.886
Subject(s) - chemistry , diastereomer , ketone , salt (chemistry) , condensation , chloride , proton nmr , organic chemistry , butanol , carbon 13 nmr , stereochemistry , medicinal chemistry , ethanol , physics , thermodynamics
Chiral 2‐amino‐butanols ( 4 and 5 ) were obtained via the isolation of diastereomeric salt. Then, chiral compounds ( 6 – 9) were synthesized by a sequential procedure involving condensation of chiral 2‐amino‐butanol with ketone and dichloroacetyl chloride. All the compounds were characterized by IR, 1 H NMR, 13 C NMR, and element analysis. The absolute configurations of ( S )‐ 8 was determined by X‐ray crystallography.