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The synthesis of estragole labelled with deuterium ln single positions of the allylic side chain. In single positions of the allylic side chain
Author(s) -
Monti D.,
Gramatica P.,
Manitto P.
Publication year - 1979
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580160512
Subject(s) - estragole , chemistry , allylic rearrangement , side chain , medicinal chemistry , methylene , stereochemistry , organic chemistry , catalysis , polymer , chromatography , essential oil
[γ‐ 2 H 2 ]Estragole was synthesized via vinylation of 4‐ methoxy‐ [methylene‐ 2 H 2 ]‐benzyl chloride; [β‐ 2 H]estragole via reduction of 3‐( p ‐anisyl)‐propyne with bis‐3‐methyl‐2‐butylborane (obtained from LiAl 2 H 4 , BF 3 etherate and 2‐methyl‐2‐butene) [α‐ 2 H]estragole via reduction of the tosylhydrazone of 4‐methoxy‐[formyl‐ 2 H]‐cinnamaldehyde with NaBH 3 CN.