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Regiospecific Acylation, Alkylation, and Aldol Condensation using magnesium enolates resulting from the conjugate addition of grignard reagents to α, β-unsaturated ketones

✍ Scribed by Ferdinand Näf; René Decorzant


Publisher
John Wiley and Sons
Year
1974
Tongue
German
Weight
709 KB
Volume
57
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

The magnesium 3,3‐dimethylcyclohex‐1‐enolate 1i, formed in the copper catalyzed addition of methylmagnesium iodide to 3‐methylcyclohex‐2‐enone, has been subjected to regiospecific electrophilic reactions such as acylation, alkylation, and aldol condensation in order to find a new access to the damascones, ionones and carotenoids. By way of illustration a new synthesis of γ‐damascone is described.