98748-47-1Relevant academic research and scientific papers
Direct and highly efficient synthesis of (Z)-allyl iodides from Baylis-Hillman adducts promoted by TMSCl/NaI system
Li, Jian,Wang, Xiaoxia,Zhang, Yongmin
, p. 1039 - 1041 (2005)
Direct and efficient transformation of Baylis-Hillman adducts into corresponding (Z)-allyl iodides has been achieved by treatment with TMSCl/NaI in THF at room temperature. The readily available reagents, mild conditions together with its generality make
Metallic samarium and iodine promoted facile and efficient syntheses of trisubstituted alkenes from the acetates of Baylis-Hillman adducts
Li, Jian,Xu, Hua,Zhang, Yongmin
, p. 1931 - 1934 (2007/10/03)
Promoted by samarium metal in the presence of a catalytic amount of iodine, the Baylis-Hillman adducts underwent reductive elimination to form (E)-methylcinnamic ester derivatives. When the iodine was used in 1:1 ratio with metallic samarium, stereospecific syntheses of allylic iodide derivatives, (2Z)-2-(iodomethyl)alk-2-enoates, were achieved. Thus, this gives a new approach to the selective construction of stereo-defined trisubstituted alkenes with the simple Sm/I2 system.
Highly efficient and stereoselective synthesis of (2Z)-2-(halomethyl)alk-2- enoates in acidic ionic liquid
Ying, Taokei,Bao, Weiliang,Wang, Zhonghua,Zhang, Yongmin
, p. 96 - 98 (2007/10/03)
NaCl, NaBr and Nal immobilised in 1-butyl-3-methylimidazolinium hydrogen sulfate ([bmim][HSO4]) ionic liquid was found to be an efficient halogenation system for the conversion of Baylis-Hillman adducts, 3-hydroxy-2-methylenealkanoates, into (2
Necic Acid Synthons. Part 4. Regioselectivity in the Reactions of Chloro and Iodo Derivatives of Selected 3-Hydroxy-2-methylenealkanoate Esters with Ethyl 2-Methyl-3-oxobutanoate
Ameer, Farouk,Drewes, Siegfried E.,Houston-McMillan, Mark S.,Kaye, Perry T.
, p. 1143 - 1146 (2007/10/02)
Iodination of 3-hydroxy-2-methylenealkanoate esters with HI-H3PO4 proceeds with exclusive rearrangement, whereas in some cases, chlorination with hexachloroacetone-triphenylphosphine affords both normal and rearranged products.Substituent and solvent effects on the regioselectivity of nucleophilic displacement in these halogeno derivatives are discussed.
