Structure-selectivity relationship in alkyllithium-aldehyde condensations using 3-aminopyrrolidine lithium amides as chiral auxiliaries

Journal of Organic Chemistry

Volumn 63, Issue 23, 1998, Pages 8266-8275

  Corruble, Aline ^a   Valnot, Jean Yves ^a   Maddaluno, Jacques ^a   Duhamel, Pierre ^a  

^a UNIVERSITÉ DE ROUEN   (France)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; HYDROXYPROLINE; LITHIUM DERIVATIVE; PYRROLIDINE DERIVATIVE;

ARTICLE; CHIRALITY; ENANTIOMER; NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; STRUCTURE ACTIVITY RELATION;

EID: 0032514857     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9810260     Document Type: Article

References (65)

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65. 3b Therefore, we believe the key species in this reaction to be the 1: 1 lithium amide/alkyllithium complex, which reacts faster toward the aldehyde than the regular butyllithium aggregates (tetramer/dimer) present in the solution.