Carbocyclization Cascades of Allyl Ketenimines viaAza-Claisen Rearrangements ofN-Phosphoryl-N-allyl-ynamides
نویسندگان
چکیده
منابع مشابه
Catalytic Stereospecific Allyl–Allyl Cross-Coupling of Internal Allyl Electrophiles with AllylB(pin)
Application of internal electrophiles in catalytic stereospecific allyl-allyl cross-coupling enable the rapid construction of multisubstituted 1,5-dienes, including those with all carbon quaternary centers. Compounds with minimal steric differentiation can be synthesized with high enantiomeric excess.
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The competition between rearrangement of the excited allyl radical via a 1,3 sigmatropic shift versus sequential 1,2 shifts has been observed and characterized using isotopic substitution, laser excitation, and molecular beam techniques. Both rearrangements produce a 1-propenyl radical that subsequently dissociates to methyl plus acetylene. The 1,3 shift and 1,2 shift mechanisms are equally pro...
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A series of ynenyl allyl ethers were rearranged into polysubstituted furans in the presence of a gold(I) catalyst. It is proposed that the transformation involves a Claisen-type rearrangement that allows the efficient creation of quaternary centers under mild experimental conditions.
متن کاملZinc Catalyzed Claisen Rearrangement of Allyl Aryl Ethers to o-Allylated Phenols in Liquid Phase
A simple and efficient method is developed for the zinc catalyzed Claisen rearrangement of allyl aryl ethers to o-allyl phenols by stirring in an oil-bath at 55 °C in liquid phase. Moreover, zinc powder is re-cyclable up to six times use without much loss of significant activity. In addition to it, the products are obtained in good to excellent yields and are in a state of high purity. The stru...
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ژورنال
عنوان ژورنال: Organic Letters
سال: 2012
ISSN: 1523-7060,1523-7052
DOI: 10.1021/ol300366e