Cascade Reactions Involving Pauson–Khand.pdf

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1、TopOrganometChem(2006)19:207–257DOI10.1007/3418_008©Springer-VerlagBerlinHeidelberg2006Publishedonline:12April2006CascadeReactionsInvolvingPauson–KhandandRelatedProcessesJavierPérez-CastellsDpt.Chemistry,Fac.Farmacia,UniversidadSanPabloCEU.,BoadilladelMonte,

2、28668Madrid,Spainjpercas@ceu.es1Introduction.WhatisthePauson–KhandReaction,ItsOriginandanOutlineoftheGeneralStateoftheArt..........2081.1ScopeandLimitations..............................2091.2ReactionPathwayandPromotion.......................2131.3CatalyticP

3、KR..................................2141.4AsymmetricPKR................................2182CascadeSynthesisofEnynes/Pauson–KhandReaction...........2212.1RCM-PKR....................................2212.2Nicholas-PKR..................................2212.3Ally

4、licAlkylations................................2272.4Aminocarbonylation..............................2292.5OtherPre-PKRProcesses............................2303PreviousDecarbonylationsasaSourceofCO................2324TandemCarbocyclizationsInvolving[2+2+1]Rea

5、ctions.........2344.1TandemPKRs..................................2344.2TandemCycloadditionsofDi-andTriynes..................2384.3OtherCycloadditionsinCombinationwiththePKR.............2405ReactionsOccurringafterthePauson–KhandProcess...........2425.1Tracele

6、ssTethers.................................2425.2ReductivePKR..................................2445.3IsomerizationsandMigrationofDoubleBonds...............2465.4OtherPost-PKReactions(Hydrogenolysis,Oxidation,Michael,Retro-Diels–Alder)..........2486Conclusions

7、...................................251References.......................................252AbstractThePauson–Khand[2+2+1]cycloadditionisoneofthebestwaystocon-structacyclopentenone.Itimpliestheformationofthreenewbondsandoneortwocyclesintheintermolecularorintra

8、molecularversions,respectively.FurthermoresomegroupshaveenhancedthesyntheticpowerofthistransformationbycombiningthePKRwithotherprocesses.Inaddition,someunexpectedresultsimplythatsuccessiveevents