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Stereospecific synthesis of N ‐(1‐phenylethyl)‐2,4,5‐triphenyloxazolidines
Author(s) -
Alcaide Benito,
LopezMardomingo Carmen,
PerezOssorio Rafael,
Plumet Joaquin
Publication year - 1982
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.5570190106
Subject(s) - chemistry , stereospecificity , benzaldehyde , iodide , ring (chemistry) , stereochemistry , medicinal chemistry , organic chemistry , catalysis
Treatment of the diastereoisomeric N ‐(1‐phenylethyl)‐1,2‐diphenyl‐2‐aminoethanols with benzaldehyde yields stereospecifically N ‐(1‐phenylethyl)‐2,4,5‐triphenyloxazolidines with four chiral centers. The configurations of these oxazolidines are established through their ring‐opening reactions with methylmagnesium iodide and subsequent oxidation with lead tetracetate.