Synthesis of amino acid derived enaminones via wolff rearrangement using vinylogous amides as carbon nucleophiles

Hajime Seki; Gunda I. Georg

doi:10.1021/ja107329k

Synthesis of amino acid derived enaminones via wolff rearrangement using vinylogous amides as carbon nucleophiles

Hajime Seki, Gunda I. Georg

Medicinal Chemistry

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Abstract

Cyclic enaminones were synthesized in high yields from amino acids in two steps via Wolff rearrangement. The cyclization represents a rare 6-exo-dig cyclization involving a ketene as an electrophile. No racemization was observed during this reaction.

Original language	English (US)
Pages (from-to)	15512-15513
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	132
Issue number	44
DOIs	https://doi.org/10.1021/ja107329k
State	Published - Nov 10 2010

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title = "Synthesis of amino acid derived enaminones via wolff rearrangement using vinylogous amides as carbon nucleophiles",

abstract = "Cyclic enaminones were synthesized in high yields from amino acids in two steps via Wolff rearrangement. The cyclization represents a rare 6-exo-dig cyclization involving a ketene as an electrophile. No racemization was observed during this reaction.",

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AU - Seki, Hajime

AU - Georg, Gunda I.

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N2 - Cyclic enaminones were synthesized in high yields from amino acids in two steps via Wolff rearrangement. The cyclization represents a rare 6-exo-dig cyclization involving a ketene as an electrophile. No racemization was observed during this reaction.

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Synthesis of amino acid derived enaminones via wolff rearrangement using vinylogous amides as carbon nucleophiles

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