Oxidation of hydroxylamines to nitrones catalyzed by (salen)Mn(III) complexes. Enantioselective synthesis of a protected cis-dihydroxypyrroline N-oxide with Jacobsen catalyst

Tetrahedron Letters

Volumn 40, Issue 10, 1999, Pages 1989-1992

  Cicchi, Stefano ^a   Cardona, Francesca ^a   Brandi, Alberto ^a   Corsi, Massimo ^a   Goti, Andrea ^a  

^a UNIVERSITY OF FLORENCE   (Italy)

Author keywords

Catalysis; Enantioselection; Nitrones; Oxidation

Indexed keywords

HYDROXYLAMINE; PYRROLINE DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; ENANTIOMER; OXIDATION; REACTION ANALYSIS; SYNTHESIS;

EID: 0033525471     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)00098-2     Document Type: Article

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40. The Referee suggested that the observed low e.e.s might arise from the oxidations of two meso diastereoisomers, occurring with opposite enantioselectivity.
41. Note Added in Proof. After submission of this paper, the enantiotopic oxidation of meso -acylpyrrolidines to the corresponding -hydroxy derivatives catalyzed by (salen)Mn(III) complexes has been published: Punniyamurthy, T; Miyafuji, A.; Katsuki, T. Tetrahedron Lett. 1998, 39, 8295-8298.