Allylation reaction domino multicomponent

Keywords Allylic substitution CH activation Cross-coupling Cycloisomerization Domino reactions Metallation Multicomponent reactions Palladium catalysis... 

Scheme 12.38 Allylic esterification-based multicomponent domino reaction of enaminones.

Scheme 14.20 Tietze s total synthesis of (+)-(R)-pinnatolide (134) via multicomponent domino allylation reaction.

A year later, after Maikd s first article about SMS reaction, Tietze et al. published a stereoselective version of the same reaction using trimethylsilyl ether of (lR,2R)-Af-trifluoro-acetylnorpseudoephedrin, which acts as chiral auxiliary [77]. Since then, Tietze s group has been working extensibly in the domino multicomponent allylation reaction (MCAR) for the stereoselective synthesis of homoallylic ethers... 

SCHEME 12.16 Domino multicomponent allylation reaction (MCAR) for the stereoselective synthesis of homoallylic ethers and alcohols, a proposed mechanism. 

Grigg et al. reported a successful four-component domino reaction for the synthesis of functionalized dienes 316 from aryl iodides, allyl amine derivative, allene, and carbon monoxide [110] (Scheme 6.83). Carbon monoxide could insert into the C—Pd bond of arylpalladium(II) iodides to generate a carbonylpalladium species, which is followed by allenylation to form n-allylpalladium species. Finally, the attack of the nitrogen nucleophile produces the product observed. The products of this domino multicomponent reaction could be subjected efficiently to ring-closing metathesis in the presence of Grubbs second-generation catalyst. 

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