Ru/PNNP-catalyzed asymmetric imine aziridination by diazo ester activation

Organometallics

Volumn 28, Issue 13, 2009, Pages 3611-3613

  Ranocchiari, Marco ^a   Mezzetti, Antonio ^a  

^a ETH ZURICH   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

AZIRIDINATION; AZIRIDINE; CARBENE; CARBENE COMPLEXES; CARBENE TRANSFER; DOUBLE BONDS; ENANTIOSELECTIVE; ETHYL DIAZOACETATE; FIVE-COORDINATED; REACTION PATHWAYS;

ESTERIFICATION; ESTERS; NITROGEN COMPOUNDS;

COORDINATION REACTIONS;

EID: 67650333104     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om900415g     Document Type: Article

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17. Upon addition of EDA in one shot to a solution of complex 2 and imine 5 at 25 °C., vigorous gas evolution is observed, and diethyl maleate (7) is formed, but no aziridine.
18. 2O complex 4 gives diethyl maleate (7) as the only product (run 4).
19. See the Supporting Information.
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21. 2 overnight. Upon addition of 5, a yet unknown impurity (ca. 13%) is formed, whose amount remains constant throughout the reaction (see experiment 1 in the Supporting Information).
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27. 2)(PNNP)] + on the basis of the reaction pathway. Further studies are needed to ascertain its structure.
28. 6 (2 equiv) under a nitrogen atmosphere.