Synthesis of Cyclic ?-Diones, a Class of Natural Flavor Compounds
A practical and generally applicable synthesis of the important flavor ingredients corylone (5) and its alkyl homologues 11, 13, 15, and 16 is described, based on alkylation of methyl 4-methoxyacetoacetate (6) with an ?-chloro-ketone and subsequent cyclization, hydrolysis, and decarboxylat...
| Main Authors: | , , |
|---|---|
| Format: | Article |
| Language: | deu |
| Published: |
Swiss Chemical Society
1992-10-01
|
| Series: | CHIMIA |
| Online Access: | https://www.chimia.ch/chimia/article/view/2168 |
| Summary: | A practical and generally applicable synthesis of the important flavor ingredients corylone (5) and its alkyl homologues 11, 13, 15, and 16 is described, based on alkylation of methyl 4-methoxyacetoacetate (6) with an ?-chloro-ketone and subsequent
cyclization, hydrolysis, and decarboxylation. The one-pot transformation of methyl 4-chloroacetoacetate to 17 through four consecutive steps is demonstrated. The principle has also been used to prepare the six-membered ring analogues 23 and 24.
|
|---|---|
| ISSN: | 0009-4293 2673-2424 |