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Synthesis of the three stereoisomers of auxin‐glutaric acid to confirm the non‐existence of Kögl's auxin‐a and ‐b
Author(s) -
Mori Kenji,
Kamada Atsushi,
Kido Masaru
Publication year - 1991
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.1991199101133
Subject(s) - auxin , glutaric acid , chemistry , stereochemistry , organic chemistry , biochemistry , gene
All of the three possible stereoisomers of (5 S ,1′ S )‐4‐carboxy‐5‐methyl‐1‐(1′‐methylpropyl)heptanoic acid were synthesized and their stereostructures assigned unambiguously by 13 C‐NMR and X‐ray analyses. The melting points and the specific rotations of the three isomeres were quite different from those reported for Kögl's auxin‐glutaric acid and its two stereoisomers. This fact indicates the non‐existence of Kögl's auxin‐a and ‐b.

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