Tetrahedron Letters p. 5605 - 5608 (1992)
Update date:2022-07-30
Topics:
Alcaraz
Herrero
Marco
Fernandez-Alvarez
Bernabe
The asymmetric synthesis of (+)-(1R,2S)-allocoronamic acid is reported. Diazomethane addition to (Z)-N-(tert-butoxycarbonyl)ethyldehydroalanyl-L-prolin-anhydride, easily prepared from (Z)-2-phenyl-4-propylidene-5(4H)-oxazolone and L-proline, gave in high diastereomeric excess the corresponding spiropyrazoline, which was transformed on photolysis and acid hydrolysis of the resulting spirocyclopropane, into (+)-(1R,2S)-1-amino-2-ethyl-cyclopropanecarboxylic acid.
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Doi:10.1002/adsc.201200760
(2013)Doi:10.1016/j.tet.2013.07.083
(2013)Doi:10.1021/acs.jmedchem.5b01295
(2015)Doi:10.1080/00397919208021547
(1992)Doi:10.1021/acs.orglett.5b03672
(2016)Doi:10.1021/jo00052a030
(1992)
