57502-36-0Relevant academic research and scientific papers
Regioselective Arylboration of Isoprene and Its Derivatives by Pd/Cu Cooperative Catalysis
Smith, Kevin B.,Kevin Brown
supporting information, p. 7721 - 7724 (2017/06/21)
A method for the regioselective arylboration of isoprene and its derivatives is presented. These reactions allow for the synthesis of useful building blocks from simple components. Through these studies, an unusual additive effect with DMAP has been uncovered that allows for altered reactivity and the formation of quaternary carbon centers. The utility of this method is demonstrated toward the formal synthesis of mesembrine.
1-(N,N-diisopropylcarbamoyloxy)-1-tosyl-1-alkenes - a2d 1 synthons via tandem umpolung
Chen, Yue-Lei,Hoppe, Dieter
supporting information; experimental part, p. 4188 - 4194 (2009/09/25)
(Equation Presented) 1-(N,N-Diisopropylcarbamoyloxy)-1-tosyl-alkenes have been developed as an a2d1 synthon via tandem umpolung. Upon addition of Grignard reagents and further quench by carbonyl compounds, this synthon produces α,α′-
Stereoselective pinacol-type rearrangement of 2,3-epoxy alcohols with retention of configuration mediated by bis(iodozincio)methane
Matsubara, Seijiro,Yamamoto, Hiromasa,Oshima, Koichiro
, p. 2837 - 2840 (2007/10/03)
Retention of the configuration is observed in the pinacol-type rearrangement of 2,3-epoxy alcohols 1 in the presence of bis(iodozincio)methane (2). The 1,3-migration of the hydroxymethyl group affords an intermediate 2-hydroxyaldehyde, which is methylenat
Convenient Syntheses of Chiral Cyclic Sulfinates (Sultines) from Unsaturated Alcohols
Marson, Charles M.,Giles, Paul R.
, p. 8067 - 8073 (2007/10/03)
The reaction of unsaturated alcohols with N-sulfinyl-p-toluenesulfonamide (TsNSO) is shown to lead stereoselectively to chiral cyclic or bicyclic sulfinates (sultines).The reactions occur at ambient temperatures and afford a general route to δ and ε-sultines which are notable for their crystallinity and thermal stability.These studies confirm the preservation of stereochemical integrity of the carbon atom α to the oxygen atom in the sultine ring.Some unsaturated aldehydes furnish sultines via a tandem oxo-ene cyclization and subsequent ring closure to the sultine.In some reactions, N-toluenesulfonamide derivatives of sultines (compounds of type 11) were isolated, and since those were converted into the sultines by the action of BF3*OEt2, such sulfonamides are considered to be intermediates in the reaction pathway.
SYNTHESIS AND SOME REACTIONS OF ISOPROPENYLOXIRANE
Gevorkyan, A. A.,Kazaryan, P. I.,Avakyan, S. V.
, p. 372 - 378 (2007/10/02)
A convenient method for the synthesis of isopropenyloxirane by dehydrohalogenation of halohydrins obtained by isomerization of 1-halo-3-methyl-2,3-epoxybutanes was developed.The reactions of isopropenyloxirane with alcohols, water, secondary amines, hydrogen halides, dichlorocarbene, acetic acid anhydrides, and Grignard reagents were studied.
