- Highly selective sulfoxidation of allylic and vinylic sulfides by hydrogen peroxide using a flavin as catalyst
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A highly chemoselective oxidation of allylic and vinylic sulfides to the corresponding sulfoxides has been developed using flavin 1 as the oxidation catalyst and hydrogen peroxide as the terminal oxidant. The sulfoxides were formed in good to excellent yields in a highly selective manner even when an excess of the oxidant was used. Sulfone formation was completely suppressed to 0.5% (in one single case 1.5% sulfone was detected). No epoxidation of double bonds or interference with other functional groups was observed under the reaction conditions. The general applicability was demonstrated by the selective oxidation of various allylic and vinylic sulfides having different electronic properties. A number of functionalities including hydroxy, acetoxy, amino, silyloxy, and formyl groups are tolerated under these mild reaction conditions.
- Linden, Auri A.,Krueger, Lars,Baeckvall, Jan-E.
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p. 5890 - 5896
(2007/10/03)
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- PREPARATION OF CHIRAL C5-BUILDING BLOCKS FOR TERPENE SYNTHESIS BY BAKERS' YEAST REDUCTION OF SULFUR-FUNCTIONALIZED PRENYL DERIVATIVES
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Enantioselective hydrogenation of several α,β-unsaturated aldehydes and allylic alcohols of sulfur-functionalized prenyl derivatives with bakers' yeast gave bifunctional chiral (S)- and (R)-C5-building blocks for terpene synthesis with high enantiomeric e
- Sato, Toshio,Hanayama, Kyoko,Fujisawa, Tamotsu
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p. 2197 - 2200
(2007/10/02)
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- The co-oxidation reaction of isoprene and some aromatic thiols
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The co-oxidation reaction between isoprene, some aromatic thiols and molecular oxygen is described.The product distribution, in relation to the nature of the aromatic thiol used, is examined.Steric and electronic factors are discussed.
- Laan, R. van der,Moolenaar, M.J.,Koning, H. de,Huisman, H.O.
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p. 220 - 225
(2007/10/02)
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- A Versatile and Selective Route to Difunctional Trisubstituted (E)-Alkene Synthons via Zirconium-Catalyzed Carboalumination of Alkynes
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The Zr-catalyzed carboalumination of propargyl and homopropargyl derivatives containing OH, OSiMe2Bu-t, SPh, or I provides, in a highly stereo- and regioselective manner, the corresponding (E)-(2-methylalkenyl)dimethylalkanes, which are convertible to var
- Rand, Cynthia L.,Horn, David E. Van,Moore, Mark W.,Negishi, Ei-ichi
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p. 4093 - 4096
(2007/10/02)
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