Novel one-pot synthesis of diverse γ,δ-unsaturated ß-ketoesters by thermal cascade reactions of diazodicarbonyl compounds and enol ethers: transformation into substituted 3,5-diketoesters.
Org Biomol Chem
; 12(25): 4407-11, 2014 Jul 07.
Article
en En
| MEDLINE
| ID: mdl-24841124
Sequential Wolff rearrangement of α-diazo-ß-ketoesters followed by trapping of the ketene intermediates with enol ethers generated a variety of γ,δ-unsaturated ß-ketoesters. This method involves a novel thermal cascade reaction and allows the synthesis of γ,δ-unsaturated ß-ketoesters with trans-stereochemistry under catalyst-free conditions. The synthesized compounds were further transformed into novel 3,5-diketoesters, which were used for the synthesis of naturally occurring 2-pyrone and 1-naphthoic acid ester.
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01-internacional
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MEDLINE
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En
Revista:
Org Biomol Chem
Asunto de la revista:
BIOQUIMICA
/
QUIMICA
Año:
2014
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Article