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

Näf Ferdinand | Zendy; Decorzant René | Zendy

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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.

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