23726-91-2Relevant articles and documents
Synthesis of (E)-1-Propenyl Ketones from Carboxylic Esters and Carboxamides by Use of Mixed Organolithium-Magnesium Reagents
Fehr, Charles,Galindo, Jose
, p. 228 - 235 (1986)
The novel reagents formed by combination of allylmagnesium chloride and a strong non-nucleophilic lithium base (LiNR2) convert non- or slowly enolizable carboxylic esters or carboxamides into 2-propenyl ketones which are protected from further reaction by their in situ conversion into enolates.This modified Grignard reaction is applied to efficient syntheses of α-damascone, β-damascone, β-damascenone, and various other (E)-1-propenyl ketones.
Synthesis method of beta-damascenone
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, (2020/08/02)
The invention provides a synthesis method of beta-damascenone. The synthesis method comprises the following steps: 1) carrying out nucleophilic addition reaction on a compound II and acetylene to generate a compound III; (2) carrying out condensation reaction on the compound III and acetaldehyde to generate a compound IV, and (3) carrying out Meyer-Schureter rearrangement reaction on the compoundIV to obtain a compound V, namely the beta-damascenone.
DIASTEREOCONTROLLED SYNTHESIS OF FUNCTIONALIZED TRANS-DECALINS VIA ELECTROCYCLIC REACTION OF TRIENOL ETHERS
Fehr, Charles,Galindo, Jose,Guntern, Olivier
, p. 4021 - 4024 (2007/10/02)
(E)-Trienol silyl ethers 10 and 11, selectively prepared by mono-Grignard reaction on methyl β-cyclogeranate (7) or by deprotonation of enone 8 were transformed to trans-decalins 5 and 6 by a thermal electrocyclic reaction.The hithero unknown enones 5 and 6 exhibit interesting organoleptic properties and show promise as versatile synthetic intermediates.The herein described transformation opens a new route for the direct construction of C(6)-functionalized drimanes such as cinnamodial (3) and forskolin (4).