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(4 RS ,5 R )‐ and (4 RS ,5 S )‐4‐Methoxy‐5‐methyloxazolidin‐2‐one Derivatives of Threonine—Interesting Chiral Amidoalkylating Reagents
Author(s) -
Herborn Christians,
Zietlow Andrea,
Steckhan Eberhard
Publication year - 1989
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198913991
Subject(s) - reagent , decarboxylation , nucleophile , chemistry , combinatorial chemistry , stereochemistry , organic chemistry , catalysis
The syntheses of biologically active, complex organic nitrogen‐containing compounds often require amidoalkylating reagents. The methoxy groups of the chiral title compounds may be easily substituted by other nucleophiles with good stereochemical control. The key step in this two‐step synthesis is the quantitative anodic decarboxylation of the corresponding carboxylic acids (e.g., 1 → 2 ).