Diastereoselective cycloaddition of alkylidenecyclopropane nitrones from palladium(0)-catalyzed nucleophilic substitution of asymmetric 1-alkenylcyclopropyl esters by amino acids

Tetrahedron Asymmetry

Volumn 11, Issue 4, 2000, Pages 897-909

  Pisaneschi, Federica ^a,b   Cordero, Franca M ^a   Goti, Andrea ^a   Paugam, Renée ^b   Ollivier, Jean ^b   Brandi, Alberto ^a   Salaün, Jacques ^b  

^a Dipto di Chim Organ 'Ugo Schiff'   (Italy)

^b CNRS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACID; CYCLOPROPANE DERIVATIVE; HETEROCYCLIC COMPOUND; NITRONE DERIVATIVE; PALLADIUM; PERHYDROPYRROLO[3,4B]PYRIDINE DERIVATIVE; PYRIDINE DERIVATIVE; SPIROCYCLOPROPANE ISOXAZOLIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; CONTROLLED STUDY; DIASTEREOISOMER; DRUG SYNTHESIS; MASS SPECTROMETRY; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY; SYNTHESIS;

EID: 0034629441     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(00)00006-9     Document Type: Article

References (28)

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24. anti, exo concerns the trans relationship between the methyl on the carbon (2S) and the newly formed C-O bond and the exo-position of this (2S)-methyl relatively to the convex face of the tricyclic isoxazolidines, while anti, endo concerns the endo-position of the (2S)-methyl group relatively to the convex face.
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27. 6′a bonds, and therefore the geometrical optimization of the transition states was performed with these data.
28. 6′, relative to the convex face of the isoxazolidines.