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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
Author(s) -
Näf Ferdinand,
Decorzant René
Publication year - 1974
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19740570508
Subject(s) - chemistry , alkylation , aldol condensation , acylation , enone , electrophile , conjugate , reagent , organic chemistry , aldol reaction , magnesium , iodide , condensation , catalysis , mathematical analysis , physics , mathematics , thermodynamics
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.