Synthesis of (E)‐1‐Propenyl Ketones from Carboxylic Esters and Carboxamides by Use of Mixed Organolithium‐Magnesium Reagents. Synthesis of α‐Damascone, β‐Damascone, and β‐Damascenone
- 5 February 1986
- journal article
- research article
- Published by Wiley in Helvetica Chimica Acta
- Vol. 69 (1), 228-235
- https://doi.org/10.1002/hlca.19860690127
Abstract
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.This publication has 47 references indexed in Scilit:
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