REACTIONS OF α-HETEROATOM-SUBSTITUTED ETHERS AND SULFIDES WITH SILYL ENOL ETHERS. CHEMOSELECTIVITY IN THE CLEAVAGE OF HETEROATOM–CARBON BONDS BY IODOTRIMETHYLSILANE AND TRIMETHYLSILYL TRIFLUOROMETHANESULFONATE
作者:Akira Hosomi、Yasuyuki Sakata、Hideki Sakurai
DOI:10.1246/cl.1983.405
日期:1983.3.5
Reactions of α-heteroatom-substituted ethers and relatedcompounds (R1R2CXY; X, Y = RO, RS and Cl) with silyl enol ethers and ketene silyl acetals took place in the presence of iodotrimethylsilane (Ia) and trimethylsilyl triflate (Ib) as a catalyst and factors influencing the activation of the heteroatom by I were examined.
Reaction of Enamines with Acetals or Trialkyl Orthoformates Activated by Lewis Acids
作者:Osamu Takazawa、Kunio Kogami、Kazuo Hayashi
DOI:10.1246/bcsj.57.1876
日期:1984.7
Enamines, prepared readily from various carbonyl compounds, react with acetals or trialkyl orthoformates in the presence of Lewis acids such as BF3·OEt2 to give corresponding β-alkoxy carbonyl compounds or α-dialkoxymethyl carbonyl compounds in good yields. The reaction of dienamines with acetals or trialkyl orthoformates also selectively gives corresponding β,γ-unsaturated α-(α-alkoxyalkyl) carbonyl compounds