13608-27-0Relevant academic research and scientific papers
Rhodium-catalyzed direct C - H addition of 4,4-dimethyl-2-oxazoline to alkenes
Wiedemann, Sean H.,Bergman, Robert G.,Ellman, Jonathan A.
, p. 1685 - 1687 (2004)
A new method for the preparation of 2-substituted oxazolines by rhodium-catalyzed coupling of alkenes with 4,4-dimethyl-2-oxazoline is reported. The oxazoline products are obtained in good yield with excellent selectivity for the linear product. A variety of alkene substitution patterns and functional groups are tolerated. This procedure represents an attractive alternative to hydroesterification because it does not involve the manipulation of CO gas.
An Efficient and Short Degradation of the Cholic Acid Side Chain: A New Method for the Preparation and Dehydrogenation of 4,5-Dihydro-oxazoles
Barton, Derek H. R.,Motherwell, William B.,Wozniak, Jocelyne,Zard, Samir Z.
, p. 1865 - 1870 (2007/10/02)
11-Oxolithocholic acid (2) and other unhindered aliphatic carboxylic acids undergo an efficient, boric acid mediated, condensation with 2-amino-2-methylpropan-1-ol (3) to give the corresponding 4,5-dihydro-oxazoles.The latter can be dehydrogenated in high yield to the α,β-unsaturated derivatives (e.g. 18) with benzeneseleninic acid or anhydride.Acylation with trichloroacetyl chloride in the case of (18) followed by ozonolysis and saponification furnishes the 20-oxopregnane derivative (21) in over 80percent overall yield.The side chain can also be cleaved in one step by benzeneseleninic acid albeit in relatively low yield .
