Carbon-Carbon Bond Forming Solid-Phase Reactions.pdf

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1、Chem.Rev.1999,99,1549-15811549Carbon-CarbonBondFormingSolid-PhaseReactionsBethA.LorsbachandMarkJ.Kurth*DepartmentofChemistry,UniversityofCalifornia,Davis,California95616ReceivedAugust3,1998(RevisedManuscriptReceivedApril23,1999)ContentsI.Introduction1549II.Metal-CatalyzedCou

2、plingReactions15502.1.StilleCouplingReactions15502.2.HeckReactions15522.3.SuzukiCouplingReactions1557III.CondensationReactions15603.1.AldolCondensation15603.2.KnoevenagelCondensations15623.3.Bischler-NapieralskiReaction15633.4.Pictet-SpenglerReaction15643.5.UgiReaction15663.

3、6.MiscellaneousCondensationReactions1567IV.CycloadditionReactions1568BethA.LorsbachwasborninMissouriin1971.ShereceivedherB.A.in4.1.Diels-AlderReaction1568chemistryfromBostonUniversityin1993.ShebeganherdoctoralresearchatUniversityofCalifornia,Davis,in1995,joiningtheresearchgr

4、oupsof4.2.1,3-DipolarCycloadditions1569ProfessorMarkJ.KurthandProfessorR.BryanMiller.Herdoctoral4.3.StaudingerReaction1572researchhasfocusedondevelopingsolid-phaseorganicreactionstoV.C-AlkylationReactions1573deliverheterocycliccompounds.Sheiscurrentlyafourth-yeargraduate5.1.

5、ViaEnolates1573studentwhoseresearcheffortfocusesonthesynthesisanduseofcross-linkedpolymersinasymmetricreactions.5.2.MiscellaneousAlkylations1574VI.MichaelAdditions1575VII.OlefinationReactions15757.1.WittigReaction15757.2.Horner-EmmonsReactions1577VIII.OrganometallicReactions

6、15788.1.GrignardReaction15788.2.Pauson-KhandCycloaddition15788.3.MiscellaneousOrganometallicReactions1579IX.Friedel-CraftsAcylation1579X.SummaryandOutlook1579XI.Acknowledgments1579XII.Glossary1579XIII.References1580MarkJ.KurthwasborninIowain1953.HereceivedhisB.A.degreeinI.In

7、troduction1976fromtheUniversityofNorthernIowa,whereheworkedwithProfessorJamesG.MacMillan.HeearnedhisPh.D.degreeattheUniversityofMerrifield'spioneeringworkinsolid-phasepeptideMinnesota(1980),whereheworkedwithProfessorThomasR.Hoyeonsynthesisinthe1960shashadadramaticimpacttheto

8、talsynthesisofbrominatedmarinenaturalproductssuchasonsyntheticorganicchemis