- Stereoselective synthesis of new classes of atropisomeric compounds through a tandem Michael reaction-azacyclization process. Part 2
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Three new classes of atropisomeric compounds, that is, 6-aryl-dihydro- pyridin-2-ones, 6-aryl-pyridin-2-ones and 2-aryl-pyrroles, have been prepared from chiral imines through an efficient stereoselective tandem Michael-azacyclization process. In all cases, a study has shown that the barrier to rotation of the chiral axis is remarkably high.
- Le Gac, Stephane,Monnier-Benoit, Nicolas,Metoul, Lionel Doumampouom,Petit, Samuel,Jabin, Ivan
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p. 139 - 145
(2007/10/03)
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- Titanium Tetrachloride Induced Fries Rearrangement: A New Route to Disubstituted 2'-Hydroxypropiophenones
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Fries rearrangement of some dialkylphenyl propionates with titanium tetrachloride proves to be a convenient route to hindered dialkyl 2'-hydroxypropiophenones.The sequential use of soft titanium tetrachloride to perform the Fries rearrangement followed by hard aluminum chloride to achieve the elimination of a protecting tert-butyl group allows the synthesis of some previously unknown 3',6'- and 5',6'-dialkyl-2-hydroxypropiophenones.
- Martin, Robert,Demerseman, Pierre
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