40697-99-2Relevant articles and documents
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Torii et al.
, p. 537 (1977)
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Efficiency of a ruthenium catalyst in metathesis reactions of sulfur-containing compounds
Spagnol, Gaelle,Heck, Marie-Pierre,Nolan, Steven P.,Mioskowski, Charles
, p. 1767 - 1770 (2007/10/03)
1,3-Dimesitylimidazol-2-ylidene ruthenium benzylidene catalyst (RuCl2(=C(H)Ph)(PCy3)(IMes)) has been successfully employed in ring-closing metathesis reactions of acyclic diene sulfides, disulfides, and dithianes and in self-cross metathesis reactions of ene-sulfides, thioethers and thiols.
Hydroboration. 86. Convenient Conversion of Aldehydes and Ketones into the Corresponding Alkenes via Hydroboration of their Enamines. A Remarkably Simple Synthesis of Either (Z)- or (E)-Alkenes
Singaram, Bakthan,Rangaishenvi, Milind V.,Brown, Herbert C.,Goralski, Christian G.,Hasha, Dennis L.
, p. 1543 - 1549 (2007/10/02)
Aldehydes and ketones are converted into the corresponding alkenes via hydroboration of their enamines.Hydroboration of aldehyde enamines by 9-borabicyclononane (9-BBN), followed by methanolysis, affords the corresponding terminal alkenes in 75-90percent yields.Unsaturated aldehyde enamines produce the corresponding dienes under these conditions.Enamines derived from substituted cyclic ketones and heterocyclic ketones are readily accommodated in this reaction to afford the corresponding alkenes in very good yields.The synthesis of pure (Z)- or (E)-alkenes is readily achieved from the same acyclic ketone enamine by modification of the hydroboration-elimination procedure: (A) hydroboration by 9-BBN followed by methanolysis or (B) hydroboration by borane methyl sulfide (BMS) followed by methanolysis and hydrogen peroxide oxidation.Mechanistic rationale is provided.