105762-50-3Relevant articles and documents
Gold-catalyzed alkylation of silyl enol ethers with ortho-alkynylbenzoic acid esters
Aikawa, Haruo,Kaneko, Tetsuro,Asao, Naoki,Yamamoto, Yoshinori
scheme or table, p. 648 - 652 (2011/08/03)
Unprecedented alkylation of silyl enol ethers has been developed by the use of ortho-alkynylbenzoic acid alkyl esters as alkylating agents in the presence of a gold catalyst. The reaction probably proceeds through the gold-induced in situ construction of leaving groups and subsequent nucleophilic attack on the silyl enol ethers. The generated leaving compound abstracts a proton to regenerate the silyl enol ether structure.
Silyl Ketone Chemistry. Synthesis of Regio- and Stereoisomerically Pure Enol Silyl Ethers Using α-Phenylthio Silyl Ketones
Reich, Hans J.,Holtan, Ronald C.,Borkowsky, Samuel L.
, p. 312 - 314 (2007/10/02)
The addition of a number of organometallic reagents to α-phenylthio silyl ketones proceeds with good to excellent diastereoselectivity.The products undergo Brook rearrangement and fragmentation to enol silyl ethers with, in most cases, excellent stereoche