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1、IssueinHonorofProf.S.V.KessarARKIVOC2002(vii)212-226AsymmetricMichaeladditionreactionusingachiralcatalystcontainingaminodiolN.Prabagaran,SusanAbraham,andG.Sundararajan*DepartmentofChemistry,IndianInstituteofTechnologyMadras,Chennai,India600036E-mail:gsundar@iitm.ac.inthDedicatedtoPro
2、f.S.V.Kessarontheoccasionofhis70birthday(received18Apr02;accepted04Oct02;publishedontheweb12Oct02)AbstractAC2–symmetricaminodiol,(R,R)-2-(benzyl–(2-hydroxy-2-phenylethyl)-amino)-1-phenylethanol1waspredominantlyutilizedtosynthesiseLi-Alheterobimetallicchiralcatalyst.Thiscatalystiseffe
3、ctiveforcarryingvariousMichaeladditionreactions.(R,R)-2-(p-vinylbenzyl–(2-hydroxy-2-phenylethyl)-amino)-1-phenylethanol2(Scheme4),carryingapolymerisablevinyltether,wasalsosynthesisedandusedforpreparingpolymeranchoredLi-Alheterobimetallicchiralcatalyst.Thesecatalystsarequiteeffectivef
4、orenhancingvariousMichaeladditionreactions.TheoptimizedreactionconditionsproducedMichaeladductsingoodyieldwithhighenantiomericexcesses.Keywords:AsymmetricMichaeladdition,C2-symmetricchiralligand,heterobimetalliccomplexes,polymeranchoredcatalysts,enantiomericexcessIntroductionAsymmetr
5、icMichaeladdition,animportantcarbon-carbonandcarbon–heteroatombond1formingreaction,essentialforsynthesis,isgainingmoreimportanceandstudybychiral2a-dauxiliary,chiralmonometallic,chiralheterobimetallicandchiralcrowncomplexestechniques.3Considerablenewworkconcerningreactionsmediatedbysy
6、ntheticenzymes(chemzymes)like4heterobimetalliccomplexhasbeenreported.Useofchiralheterobimetalliccomplexiscommonin5asymmetricMichaeladdition,nitroaldol,hydrophosphorylation,epoxideringopening,epoxidationofα,β-6a-funsaturatedketones,Diels-Alder,andnitro-Mannichtypereactions.Themetalcen
7、tersinthesecomplexesprobably“communicate”withoneanotherwithinthecatalyst,showingsome6gcooperativeeffectstopositionthereactantsandtoenhancethereactivitiesofboththereactants.©ISSN1424-6376Page212ARKATUSA,IncIssueinHonorofProf.S.V.KessarARKIVOC2002(vii)212-226Thereisareasonablesuggestio
8、nthatwithC2-
