153035-87-1Relevant academic research and scientific papers
Mild and efficient pentafluorophenylammonium triflate (PFPAT)-catalyzed C-acylations of enol silyl ethers or ketene silyl (Thio)acetals with acid chlorides
Iida, Akira,Osada, Jun,Nagase, Ryohei,Misaki, Tomonori,Tanabe, Yoo
, p. 1859 - 1862 (2007)
A pentafluorophenylammonium triflate (PFPAT) catalyst (5 mol %) successfully promoted C-acylation of enol silyl ethers with acid chloride to produce various β-diketones (12 examples; 62-92% yield). Similarly, C-acylation of ketene silyl acetals or ketene
Practical and robust method for stereoselective preparations of ketene silyl (thio)acetal derivatives and NaOH-catalyzed crossed-Claisen condensation between ketene silyl acetals and methyl esters
Takai, Kenta,Nawate, Yuuya,Okabayashi, Tomohito,Nakatsuji, Hidefumi,Iida, Akira,Tanabe, Yoo
experimental part, p. 5596 - 5607 (2009/12/03)
We developed an efficient, practical, and robust method for stereoselective preparations of (Z)-ketene trimethylsilyl (TMS) thioacetals from thioesters and alkyl (1Z)- or (1Z,3E)-1,3-bis(TMS)dienol ethers from alkyl β-ketoesters. The former preparation was performed by convenient procedure (LDA-TMSCl, 0-5 °C, 2.5 h), while the latter preparation involved convenient method A (2NaHMDS-2TMSCl) and cost-effective method B (NaH, NaHMDS-2TMSCl). The first catalytic NaOH-catalyzed crossed-Claisen condensation between ketene silyl acetals and methyl esters proceeded successfully to give a variety of α-monomethyl β-ketoesters and inaccessible α,α-disubstituted β-ketoesters. For further extension, a couple of Claisen-aldol tandem reactions of the obtained β-ketoester analogues utilizing TiCl4 and TiCl4-Bu3N reagents smoothly proceeded with good to excellent stereoselectivity.
Powerful Ti-crossed Claisen condensation between ketene silyl acetals or thioacetals and acid chlorides or acids
Iida, Akira,Nakazawa, Syogo,Okabayashi, Tomohito,Horii, Atsushi,Misaki, Tomonori,Tanabe, Yoo
, p. 5215 - 5218 (2007/10/03)
A powerful Ti-crossed Claisen condensation between ketene silyl acetals (KSAs) and acid chlorides was successfully performed to give α-monoalkylated esters and thermodynamically unfavorable (less accessible) α,α-dialkylated β-keto esters in good yield (46
REACTIONS OF HALOGEN-CONTAINING O-SILYLATED ENOLATES. IX. SYNTHESIS AND SOME REACTIONS OF 2,2-DICHLORO-1-ARYLTHIO-1-TRIMETHYLSILYLOXYETHENES
Shchepin, V. V.,Efremov, D. I.,Desyatkov, D. A.
, p. 897 - 899 (2007/10/02)
By reactions of S-aryl trichlorothioacetates with zinc and trimethylchlorosilane we prepared 2,2-dichloro-1-arylthiovinyloxytrimethylsilanes.The latter react with various electrophilic reagents (organic acids, halogens, arenesulfenyl chlorides, α-chlorina
