51479-76-6Relevant academic research and scientific papers
A Regioselective Introduction of Functional Groups to the Double Bonds of Allylic and Homoallylic Alcohols via the Corresponding Trichloroacetimidates
Cardillo, Giuliana,Orena, Mario,Porzi, Gianni,Sandri, Sergio
, p. 1308 - 1309 (1982)
A new regioselective iodoamination reaction starting from allylic and homoallylic alcohols is described; the iodoaminoalcohols are obtained as the salts (2) and (4) via the corresponding 1,3-oxazolines (1) and dihydro-1,3-oxazines (3).
A Simple Method for the Preparation of Stainless and Highly Pure Trichloroacetimidates
Ikeuchi, Kazutada,Murasawa, Kentaro,Yamada, Hidetoshi
supporting information, p. 1308 - 1312 (2019/06/20)
We describe a method for obtaining various allylic, benzylic, and glucosyl 2,2,2-trichloroacetimidates (TCAIs) as stainless liquids or solids at the crude stage. The general synthetic method for the preparation of TCAIs often leads to stained products, and further purification of crude TCAIs causes decomposition due to their instability. In the described method, we use a solvent that barely dissolves the reactant, providing stainless and sufficiently pure TCAIs without requiring a purification step. Furthermore, the reaction mixture is turbid at the beginning and clear at the end, allowing us to monitor the progress of the reaction visually.
NOVEL PHENYLAMINO ISONICOTINAMIDE COMPOUNDS
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Page/Page column 28-29, (2010/04/03)
The invention provides novel compounds according to Formula (I), their manufacture and use for the treatment of hyperproliferative diseases, such as cancer, restenosis and inflammation.(Formula I)
cis- and trans-Stereoselective Epoxidation of N-Protected 2-Cyclohexen-1-ylamines
O'Brien, Peter,Childs, Amanda C.,Ensor, Gareth J.,Hill, Cheryl L.,Kirby, Jonathan P.,Dearden, Michael J.,Oxenford, Sally J.,Rosser, Clare M.
, p. 4955 - 4957 (2007/10/03)
(Equation Presented) The first systematic study of the cis and trans stereoselectivity in the m-CPBA epoxidation of N-protected cyclic allylic amines has been completed. Mono-N-protected systems gave epoxides with cis stereochemistry (amides are better ci
Effect of Temperature on Atom Transfer Cyclization Reactions of Allylic α-Iodo Esters and Amides
Curran, Dennis P.,Tamine, John
, p. 2746 - 2750 (2007/10/02)
Atom-transfer cyclizations of allyl iodoacetates and N-allyl-N-methyliodoacetamides are much more efficient at 80 deg C than at 25 deg C.At 80 deg C, β-(iodomethyl) lactones and lactams are formed rapidly and in good yield under standard atom-transfer conditions (sunlamp irradiation of iodide and 10percent hexabutylditin in benzene for 10-60 min).It is proposed that this temperature effect is responsible for some unusual observations by Jolly and Livinghouse in the cyclization of N-cyclohexenyl-N-methyliodoacetamide.The results suggest that the beneficial effect of temperature arises because an increase in the rate of rotation of t he OC-O or OC-N bond in the intermediate radicals begins to convert syn radicals (which cannot cyclize) to anti radicals (which can cyclize).Consistent with this hypothesis, the radical derived from N,N-diallyliodoacetamide (which always has a favorable arrangement for cyclization) closes with excellent efficiency at 25 deg C.
A New α-Amino Acid Synthesis via an Acetimidate Rearrangement
Takano, Seiichi,Akiyama, Masashi,Ogasawara, Kunio
, p. 770 - 771 (2007/10/02)
A new efficient synthesis of α-amino acids from allyl alcohol derivatives via an acetimidate rearrangement has been developed.
