Copper-catalyzed asymmetric hydrosilylation of ketones using air and moisture stable precatalyst Cu(OAc)2·H2O

Tetrahedron Letters

Volumn 45, Issue 28, 2004, Pages 5415-5417

  Lee, Dong Won ^a   Yun, Jaesook ^a  

^a Ajou University   (South Korea)

Author keywords

Copper(II) precursor; Cu H; Hydrosilylation

Indexed keywords

COPPER; KETONE; SILANE DERIVATIVE;

AIR; ARTICLE; ASYMMETRIC CATALYSIS; CATALYSIS; CATALYST; CHEMICAL STRUCTURE; MOISTURE; REDUCTION; SILYLATION; STOICHIOMETRY; STRUCTURE ANALYSIS;

EID: 2942696171     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.05.048     Document Type: Article

References (28)

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21. 8 (S)-BINAP (=2, 2′-bis(diphenylphosphino)-1, 1′-binaphthyl) was chosen because it is readily available although it is not the best ligand for the reaction
22. See also entry 9 in Table 2
23. 3
24. 4, and concentrated. The residue was purified by silica gel chromatography to afford the desired product
25. 2O is unclear at this stage
26. 2 was employed
27. The same active catalytic species, Cu(I)-H might be generated from both copper(I) and copper(II) sources, judging from the fact that the same levels of enantioselectivity were obtained with both precursors. However, more studies to identify the exact nature of a catalytic species generated from the Cu(II) salt are necessary
28. A similar mechanism was proposed for (NHC)Cu-complex-catalyzed hydrosilylation of ketones (NHC=N-heterocyclic carbene), see: Kaur H., Zinn F.K., Stevens E.D., Nolan S.P. Organometallics. 23:2004;1157