A synthesis of deuterated methyleugenol via transition metal‐catalyzed coupling of substituted deuterated benzyl chloride with vinylmagnesium bromide | Zendy

Bouges Hélène | Zendy; Antoniotti Sylvain | Zendy

Premium

A synthesis of deuterated methyleugenol via transition metal‐catalyzed coupling of substituted deuterated benzyl chloride with vinylmagnesium bromide

Author(s) -

Bouges Hélène,

Antoniotti Sylvain

Publication year - 2017

Publication title -

flavour and fragrance journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.393

H-Index - 70

eISSN - 1099-1026

pISSN - 0882-5734

DOI - 10.1002/ffj.3374

Subject(s) - chemistry , bromide , deuterium , catalysis , magnesium bromide , medicinal chemistry , chloride , transition metal , metal , magnesium , organic chemistry , physics , quantum mechanics

Methyleugenol monodeuterated on the benzylic position, 4‐(1‐deuteroprop‐2‐enyl)‐1,2‐dimethoxybenzene, was synthesised in > 87% isotopic enrichment and in three steps from veratraldehyde. Key steps involved the reduction of veratraldehyde by LiAlD 4 to install a single deuterium atom at the benzylic position and a Pd‐ or Ni‐catalyzed coupling of the corresponding monodeuterobenzyl chloride with vinyl magnesium bromide.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research