Nucleophilic Reactivities of Silyl Ketene Acetals and Silyl Enol Ethers Containing (C6F5)3SiO and (C6H5)3SiO Groups

2005 ◽  
Vol 2005 (9) ◽  
pp. 1760-1764 ◽  
Author(s):  
Alexander D. Dilman ◽  
Herbert Mayr
Keyword(s):  
Enol Ethers ◽  
Silyl Enol Ethers ◽  
Ketene Acetals ◽  
Silyl Ketene Acetals

ChemInform Abstract: Addition of Silyl Enol Ethers and Silyl Ketene Acetals to Ferrocenylmethyl Ethers. Synthesis of Precursors to Chiral Bridged Ferrocenophanes.

ChemInform ◽  
2010 ◽  
Vol 27 (19) ◽  
pp. no-no
Author(s):  
A. J. LOCKE ◽  
N. GOUTI ◽  
C. J. RICHARDS ◽  
D. E. HIBBS ◽  
M. B. HURSTHOUSE
Keyword(s):  
Enol Ethers ◽  
Silyl Enol Ethers ◽  
Ketene Acetals ◽  
Silyl Ketene Acetals

Formation of quaternary centres via iron allyl cations. Rapid entry into spirocyclic ring systems

1997 ◽  
Vol 75 (7) ◽  
pp. 965-974 ◽  
Author(s):  
M. Anne Charlton ◽  
James R. Green
Keyword(s):  
Reductive Cyclization ◽  
Cyclization Reactions ◽  
Dicarbonyl Compounds ◽  
Enol Ethers ◽  
Ring Systems ◽  
Silyl Enol Ethers ◽  
Keto Esters ◽  
Condensation Products ◽  
Ketene Acetals ◽  
Silyl Ketene Acetals

Ester-substituted allyltetracarbonyliron cations react with cycloalkylidene-type silyl enol ethers, silyl ketene acetals, and β-keto-esters to give 1,6-dicarbonyl compounds containing a newly formed quaternary centre. Selected condensation products are converted by enolate chemistry into spirocyclic [4.4], [4.5], and [4.6] systems. Acyloin and other reductive cyclization reactions are employed to convert the condensation products into spirocyclic [4.5], [5.5], and [5.6] systems. Keywords: allyliron complexes, umpolung synthesis, 1,6-dicarbonyls, spirocycle synthesis.

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