A Mild and Highly Efficient Synthesis of Chiral  N ‐Dichloroacetyl‐4‐ethyl‐1,3‐oxazolidines | Zendy

Zhao LiXia | Zendy; Fu Ying | Zendy; Ye Fei | Zendy; Gao Shuang | Zendy

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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.

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