%0 Journal Article %T From Protected -Hydroxy Acylsil­anes to Functionalized Silyl Enol Ethers and Applications in Mukaiyama Aldol Reactions %+ Institut des Sciences Chimiques de Rennes (ISCR) %+ Division of Natural Products Chemistry %A Ruiz, Johal %A Karre, Nagaraju %A Roisnel, Thierry %A Chandrasekhar, Srivari %A Grée, René %< avec comité de lecture %@ 1434-193X %J European Journal of Organic Chemistry %I Wiley-VCH Verlag %V 2016 %N 4 %P 773-779 %8 2016 %D 2016 %R 10.1002/ejoc.201501344 %K Aldol reactions %K Diastereoselectivity %K Enol ethers %K Silanes %K Synthetic methods %Z Chemical SciencesJournal articles %X By starting from protected -hydroxy acylsilanes, two complementary strategies were designed to prepare stereoselectively either E or Z silyl enol ethers. These routes exhibit good tolerance for different substituents on the starting aldol-type product, as well as the choice of the hydroxyl-protecting group and the acylsilane moiety. Further, by varying the nature of the sulfone used in these reactions it proved possible to introduce different substituents on the enol ether system. Representative examples of Mukaiyama aldol reactions were performed to demonstrate the usefulness of this approach towards polypropionate fragments %G English %L hal-01254804 %U https://univ-rennes.hal.science/hal-01254804 %~ UNIV-RENNES1 %~ CNRS %~ INSA-RENNES %~ ENSC-RENNES %~ ISCR %~ SCR-CD %~ SCR-PNSCM %~ STATS-UR1 %~ UR1-SPM %~ ISCR-PRATS %~ INC-CNRS %~ UR1-UFR-SPM %~ UR1-HAL %~ ISCR-CORINT %~ UR1-SDLM %~ TEST-UNIV-RENNES %~ TEST-UR-CSS %~ UNIV-RENNES %~ INSA-GROUPE %~ ISCR-CORINT1 %~ UR1-MMS %~ ISCR-CORINT3 %~ TEST2-HALCNRS