New phosphorus self-assembling ligands for the tandem hydroformylation- Wittig olefination reaction of homoallylic alcohols - A key step for stereoselective pyran synthesis
New self-assembled phosphorus ligands are synthesized and used in the rhodium complex catalyzed hydroformylation-Wittig reaction of homoallylic olefins under optimized condition. A subsequent oxa-Michael intramolecular reaction yields β-pyran derivatives (conversion and diastereoselectivity up to 99%).
Ruan, Qiao,Zhou, Le,Breit, Bernhard
p. 87 - 90
(2014/07/07)
Diol desymmetrization as an approach to the synthesis of unsymmetrical dienyl diesters
The tandem oxidation/Wittig olefination of unactivated diols utilizing manganese dioxide produces α,β-unsaturated hydroxy esters in high yields in a highly effective desymmetrization process. The formation of small quantities of the corresponding lactones suggests that the reaction may proceed through a lactol intermediate in some cases. The α,β-unsaturated hydroxy esters are transformed into symmetrical or unsymmetrical dienyl diesters using a second oxidation/Wittig olefination sequence mediated by PCC.
Phillips, David J.,Pillinger, Kathryn S.,Li, Wei,Taylor, Angela E.,Graham, Andrew E.
p. 10528 - 10533
(2008/02/13)
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