112678-24-7Relevant academic research and scientific papers
Efficient One-Step Aldol-Type Reaction of Ketones with Acetals and Ketals Mediated by Dibutylboron Triflate/ Diisopropylethyl Amine
Li, Lian-Sheng,Das, Sanjib,Sinha, Subhash C.
, p. 127 - 130 (2007/10/03)
(Equation presented) A highly efficient one-step Mukaiyama aldol-type reaction has been developed for the synthesis of β-alkoxy carbonyl compounds starting from ketones and acetals/ketals. The reaction is mediated by a combination of Bu2BOTf and i-Pr2NEt affording the products in high yields. Formation of the two possible diastereoisomers of the β-alkoxy ketones from the chiral acetals shows that the condensation takes place by an SN1 mechanism, involving prior opening of the acetal to an oxonium ion.
Novel Reactive Silyl Enolates. Highly Stereoselective Aldol and Michael Reactions without Catalysts
Kobayashi, Shu,Nishio, Koichi
, p. 2647 - 2649 (2007/10/02)
Novel silyl enolates, prepared in situ from ketones and dimethylsilyl ditriflate (Me2Si(OTf)2) in the presence of a tertiary amine, reacted smoothly with electrophiles such as aldehydes, acetals, or α,β-unsaturated ketones without catalyst at -78 deg C to
Trityl Salts Catalyzed Aldol-Type Reaction of Alkyl Enol Ethers with Acetals
Murakami, Masahiro,Minamikawa, Hiroyuki,Mukaiyama, Teruaki
, p. 1051 - 1052 (2007/10/02)
β-Alkoxy ketones are synthesized in good yields by the reaction of alkyl enol ethers with acetals in the presence of a catalytic amount of trityl salts.Of enol ethers, methoxymethyl (MOM) enol ether exhibits an enhanced reactivity as a nucleophile.
