Acid promoted CIDT for the deracemization of dihydrocinnamic aldehydes with Betti's base

G Rosini, C Paolucci, F Boschi, E Marotta, P Righi…

文献索引：Rosini, Goffredo; Paolucci, Claudio; Boschi, Francesca; Marotta, Emanuela; Righi, Paolo; Tozzi, Francesco Green Chemistry, 2010 , vol. 12, # 10 p. 1747 - 1757

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被引用次数: 7

摘要

Racemic α-epimerizable and unfunctionalized aldehydes have been converted into enantiomerically enriched mixtures through a sequence of (i) a conversion into the diastereoisomeric 3-substituted 1-phenyl-2, 3-dihydro-1H-naphtho [1, 2-e][1, 3] oxazines by reaction with the (R)-or (S)-1-(α-aminobenzyl)-2-naphthol (Betti's base),(ii) an acid promoted crystallization-induced diastereoisomer transformation (CIDT), and (iii) a clean cleavage ...