Motherwell, WB;
Begis, G;
Cladingboel, DE;
Jerome, L;
Sheppard, TD;
(2007)
Observations on the direct amidocyclopropanation of alkenes using organozinc carbenoids.
Tetrahedron
, 63
(28)
6462 - 6476.
10.1016/j.tet.2007.03.027.
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Abstract
A series of amidocyclopropanes were prepared by direct amidocyclopropanation of alkenes, using organozinc carbenoids generated from readily available diethoxymethylamides. The amidocyclopropanation of monosubstituted alkenes led to selective formation of the trans-amidocyclopropane in most cases, but with more substituted alkenes, the stereochemical outcome of the cyclopropanation reactions was unpredictable. The amidocyclopropane products can be readily elaborated to structurally interesting cyclopropane containing amino acids or amino alcohols.
| Type: | Article |
|---|---|
| Title: | Observations on the direct amidocyclopropanation of alkenes using organozinc carbenoids |
| Location: | Berlin, GERMANY |
| Open access status: | An open access version is available from UCL Discovery |
| DOI: | 10.1016/j.tet.2007.03.027 |
| Publisher version: | http://dx.doi.org/10.1016/j.tet.2007.03.027 |
| Language: | English |
| Additional information: | 8th Tetrahedron Symposium on Challenges in Organic Chemistry, Berlin, GERMANY, JUN 27-29, 2007 |
| Keywords: | CARBONYL-COMPOUNDS, AMINO-ACIDS, CYCLOPROPANATION, COMPLEXES, GENERATION, OLEFINS, DERIVATIVES, DIETHOXYMETHYL, ISOMERIZATION, AMIDES |
| UCL classification: | UCL UCL > Provost and Vice Provost Offices UCL > Provost and Vice Provost Offices > UCL BEAMS UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences > Dept of Chemistry |
| URI: | https://discovery.ucl.ac.uk/id/eprint/170130 |
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