Nickel-catalyzed highly regioselective multicomponent coupling of ynamides, aldehydes, and silane: a new access to functionalized enamides.

[摘要]：Functionalized enamides (E)-I [4; R1 = Me, CH2OTBS, CH2CH2OTBS, CH2CH2OMOM, (CH2)3CH(OCH2)2, (CH2)4OAc; R2 = aryl, iBu] were prepd. by a new method via a nickel(0)-catalyzed three-component coupling of 3-alkynyl-2-oxazolidinone ynamides R1CYCN(CH2CH2OCO) (1) with aldehydes R2CHO and hydrosilane HSi(OEt)3. The coupling reaction proceeded in the presence of a Ni(cod)2-IMes catalyst (IMes = 1,3-dimesityl-2-imidazolylidene) to give the corresponding g-silyloxyenamide deriv., which has an allylic alc. moiety in the mol., in a highly stereoselective manner.

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