41848-64-0Relevant articles and documents
Chemoselective reduction of ?,¢-unsaturated carbonyl and carboxylic compounds by hydrogen iodide
Matsumoto, Shoji,Marumoto, Hayato,Akazome, Motohiro,Otani, Yasuhiko,Kaiho, Tatsuo
, p. 590 - 599 (2021/03/29)
The selective reduction of ?,¢-unsaturated carbonyl compounds was achieved to produce saturated carbonyl compounds with aqueous HI solution. The introduction of an aryl group at an ? or ¢ position efficiently facilitated the reduction with good yield. The reaction was applicable to compounds bearing carboxylic acids and halogen atoms. Through the investigation of the reaction mechanism, it was found that Michael-type addition of iodide occurred to produce ¢-iodo compounds followed by the reduction of C-I bond via anionic and radical paths.
An Efficient and Convenient Method for the Preparation of α-Methylenated Ketones from Silyl Enol Ethers
Hayashi, Masaji,Mukaiyama, Teruaki
, p. 1283 - 1286 (2007/10/02)
In the presence of a catalytic amount of stannous halide, silyl enol ethers react with bromomethyl methyl ether to give the corresponding α-bromoethyl ketones, which are smoothly converted to α-methylenated ketones on the successive addition of tertiary amine by one-pot procedure.This method is successfully applied to a synthesis of sarkomycin intermediate.