112678-24-7Relevant articles and documents
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.
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.