Reactivity of 2-acylaminoacrylates with ketene diethyl acetal; [2 + 2] cycloadditions vs. tandem condensationsElectronic supplementary information (ESI) available: general procedures. See http://www.rsc.org/suppdata/cc/b3/b302000b/

Artigo Revisado por pares

Reactivity of 2-acylaminoacrylates with ketene diethyl acetal; [2 + 2] cycloadditions vs. tandem condensationsElectronic supplementary information (ESI) available: general procedures. See http://www.rsc.org/suppdata/cc/b3/b302000b/

2003; Royal Society of Chemistry; Issue: 12 Linguagem: Inglês

10.1039/b302000b

ISSN

1364-548X

Autores

Alberto Avenoza, Jesús H. Busto, N. Canal, Jes�s M. Peregrina,

Tópico(s)

Cyclopropane Reaction Mechanisms

Resumo

The reactivity of 2-acylaminoacrylates with ketene diethyl acetal can be modulated by means of thermal conditions to yield cyclobutanes for the preparation of protected beta-hydroxycyclobutane-alpha-amino acids, or catalytic conditions that yield cyclohexanes by tandem condensations to obtain interesting building blocks that are alternatives to Danishefsky's diene.

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Reactivity of 2-acylaminoacrylates with ketene diethyl acetal; [2 + 2] cycloadditions vs. tandem condensationsElectronic supplementary information (ESI) available: general procedures. See http://www.rsc.org/suppdata/cc/b3/b302000b/