0000000001303041
AUTHOR
G. Asensio
From over-stoichiometric to sub-stoichiometric enantioselective protonation with 2-sulfinyl alcohols: A view in perspective
A general study of the enantioselective protonation of prochiral enolates with 2-sulfinyl alcohols is reported. The modification of reaction conditions to reduce drastically the amount of chiral proton source needed to obtain a good enantiomeric excess is reported. The effects of the different factors controlling the stereoselectivity are clearly established. Different protocols for enolate generation are compared. Medio Simon, Mercedes, Mercedes.Medio@uv.es ; Aleman Lopez, Pedro Antonio, Pedro.Aleman@uv.es ; Gil Tomas, Jesus Javier, Jesus.J.Gil@uv.es ; Asensio, Aguilar Gregorio, Gregorio.Asensio@uv.es
CCDC 153862: Experimental Crystal Structure Determination
Related Article: G.Asensio, P.Gavina, A.Cuenca, M.C.R.de Arellano, L.R.Domingo, M.Medio-Simon|2000|Tetrahedron:Asymm.|11|3481|doi:10.1016/S0957-4166(00)00330-X
CCDC 800581: Experimental Crystal Structure Determination
Related Article: A.Gimeno, M.Medio-Simon, C.R.de Arellano, G.Asensio, A.B.Cuenca|2010|Org.Lett.|12|1900|doi:10.1021/ol100595s
CCDC 801116: Experimental Crystal Structure Determination
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CCDC 800582: Experimental Crystal Structure Determination
Related Article: A.Gimeno, M.Medio-Simon, C.R.de Arellano, G.Asensio, A.B.Cuenca|2010|Org.Lett.|12|1900|doi:10.1021/ol100595s
CCDC 288794: Experimental Crystal Structure Determination
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CCDC 601636: Experimental Crystal Structure Determination
Related Article: G.Asensio, M.Medio-Simon, P.Aleman, C.R.de Arellano|2006|Cryst.Growth Des.|6|2769|doi:10.1021/cg060465m
CCDC 616336: Experimental Crystal Structure Determination
Related Article: N.Rodriguez, C.R.de Arellano, G.Asensio, M.Medio-Simon|2007|Chem.-Eur.J.|13|4223|doi:10.1002/chem.200601488
CCDC 601642: Experimental Crystal Structure Determination
Related Article: G.Asensio, M.Medio-Simon, P.Aleman, C.R.de Arellano|2006|Cryst.Growth Des.|6|2769|doi:10.1021/cg060465m
CCDC 866169: Experimental Crystal Structure Determination
Related Article: C.Andreu, F.Sanz, G.Asensio|2012|Eur.J.Org.Chem.|2012|4185|doi:10.1002/ejoc.201200430
CCDC 601638: Experimental Crystal Structure Determination
Related Article: G.Asensio, M.Medio-Simon, P.Aleman, C.R.de Arellano|2006|Cryst.Growth Des.|6|2769|doi:10.1021/cg060465m
CCDC 601637: Experimental Crystal Structure Determination
Related Article: G.Asensio, M.Medio-Simon, P.Aleman, C.R.de Arellano|2006|Cryst.Growth Des.|6|2769|doi:10.1021/cg060465m
CCDC 601645: Experimental Crystal Structure Determination
Related Article: G.Asensio, M.Medio-Simon, P.Aleman, C.R.de Arellano|2006|Cryst.Growth Des.|6|2769|doi:10.1021/cg060465m
CCDC 601641: Experimental Crystal Structure Determination
Related Article: G.Asensio, M.Medio-Simon, P.Aleman, C.R.de Arellano|2006|Cryst.Growth Des.|6|2769|doi:10.1021/cg060465m
CCDC 288792: Experimental Crystal Structure Determination
Related Article: M.E.Gonzalez-Nunez, J.Royo, R.Mello, M.Baguena, J.M.Ferrer, C.R.de Arellano, G.Asensio, G.K.S.Prakash|2005|J.Org.Chem.|70|7919|doi:10.1021/jo0509511
CCDC 288796: Experimental Crystal Structure Determination
Related Article: M.E.Gonzalez-Nunez, J.Royo, R.Mello, M.Baguena, J.M.Ferrer, C.R.de Arellano, G.Asensio, G.K.S.Prakash|2005|J.Org.Chem.|70|7919|doi:10.1021/jo0509511
CCDC 801114: Experimental Crystal Structure Determination
Related Article: G.Asensio, A.B.Cuenca, M.A.Esteruelas, M.Medio-Simon, M.Olivan, M.Valencia|2010|Inorg.Chem.|49|8665|doi:10.1021/ic101498h
CCDC 288793: Experimental Crystal Structure Determination
Related Article: M.E.Gonzalez-Nunez, J.Royo, R.Mello, M.Baguena, J.M.Ferrer, C.R.de Arellano, G.Asensio, G.K.S.Prakash|2005|J.Org.Chem.|70|7919|doi:10.1021/jo0509511
CCDC 616337: Experimental Crystal Structure Determination
Related Article: N.Rodriguez, C.R.de Arellano, G.Asensio, M.Medio-Simon|2007|Chem.-Eur.J.|13|4223|doi:10.1002/chem.200601488
CCDC 153864: Experimental Crystal Structure Determination
Related Article: G.Asensio, P.Gavina, A.Cuenca, M.C.R.de Arellano, L.R.Domingo, M.Medio-Simon|2000|Tetrahedron:Asymm.|11|3481|doi:10.1016/S0957-4166(00)00330-X
CCDC 212082: Experimental Crystal Structure Determination
Related Article: N.Rodriguez, A.Cuenca, C.Ramirez de Arellano, M.Medio-Simon, G.Asensio|2003|Org.Lett.|5|1705|doi:10.1021/ol034358m
CCDC 616335: Experimental Crystal Structure Determination
Related Article: N.Rodriguez, C.R.de Arellano, G.Asensio, M.Medio-Simon|2007|Chem.-Eur.J.|13|4223|doi:10.1002/chem.200601488
CCDC 601643: Experimental Crystal Structure Determination
Related Article: G.Asensio, M.Medio-Simon, P.Aleman, C.R.de Arellano|2006|Cryst.Growth Des.|6|2769|doi:10.1021/cg060465m
CCDC 866170: Experimental Crystal Structure Determination
Related Article: C.Andreu, F.Sanz, G.Asensio|2012|Eur.J.Org.Chem.|2012|4185|doi:10.1002/ejoc.201200430
CCDC 801117: Experimental Crystal Structure Determination
Related Article: G.Asensio, A.B.Cuenca, M.A.Esteruelas, M.Medio-Simon, M.Olivan, M.Valencia|2010|Inorg.Chem.|49|8665|doi:10.1021/ic101498h
CCDC 601646: Experimental Crystal Structure Determination
Related Article: G.Asensio, M.Medio-Simon, P.Aleman, C.R.de Arellano|2006|Cryst.Growth Des.|6|2769|doi:10.1021/cg060465m
CCDC 153863: Experimental Crystal Structure Determination
Related Article: G.Asensio, P.Gavina, A.Cuenca, M.C.R.de Arellano, L.R.Domingo, M.Medio-Simon|2000|Tetrahedron:Asymm.|11|3481|doi:10.1016/S0957-4166(00)00330-X
CCDC 288795: Experimental Crystal Structure Determination
Related Article: M.E.Gonzalez-Nunez, J.Royo, R.Mello, M.Baguena, J.M.Ferrer, C.R.de Arellano, G.Asensio, G.K.S.Prakash|2005|J.Org.Chem.|70|7919|doi:10.1021/jo0509511
CCDC 801115: Experimental Crystal Structure Determination
Related Article: G.Asensio, A.B.Cuenca, M.A.Esteruelas, M.Medio-Simon, M.Olivan, M.Valencia|2010|Inorg.Chem.|49|8665|doi:10.1021/ic101498h
CCDC 601639: Experimental Crystal Structure Determination
Related Article: G.Asensio, M.Medio-Simon, P.Aleman, C.R.de Arellano|2006|Cryst.Growth Des.|6|2769|doi:10.1021/cg060465m
CCDC 866168: Experimental Crystal Structure Determination
Related Article: C.Andreu, F.Sanz, G.Asensio|2012|Eur.J.Org.Chem.|2012|4185|doi:10.1002/ejoc.201200430
CCDC 938143: Experimental Crystal Structure Determination
Related Article: T. Varea, A. Alcalde, C. López de Dicastillo, C.Ramírez de Arellano, F. P. Cossío, G. Asensio|2012|J.Org.Chem.|77|6327|doi:10.1021/jo300806y
CCDC 601644: Experimental Crystal Structure Determination
Related Article: G.Asensio, M.Medio-Simon, P.Aleman, C.R.de Arellano|2006|Cryst.Growth Des.|6|2769|doi:10.1021/cg060465m
CCDC 288791: Experimental Crystal Structure Determination
Related Article: M.E.Gonzalez-Nunez, J.Royo, R.Mello, M.Baguena, J.M.Ferrer, C.R.de Arellano, G.Asensio, G.K.S.Prakash|2005|J.Org.Chem.|70|7919|doi:10.1021/jo0509511
CCDC 601640: Experimental Crystal Structure Determination
Related Article: G.Asensio, M.Medio-Simon, P.Aleman, C.R.de Arellano|2006|Cryst.Growth Des.|6|2769|doi:10.1021/cg060465m