期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 71, 期 18, 页码 6991-6995出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo061110c
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The reaction of allyl carbamates with activated olefins in the presence of Pd(PPh3)(4) catalyst in THF proceeded smoothly at room temperature to give the corresponding, beta,alpha-bisadducts, beta-amino-alpha-allylated products, in high yields. Not only highly activated olefins containing two cyano groups but also 2-cyano enones underwent facile aza-Michael addition-allylation with various allylic carbamates giving the corresponding products in high yields and with high diastereoselectivities. The stereochemistry of the singly formed product was confirmed with the help of X-ray crystallographic technique. It is an excellent method for creating beta-amino alpha-allyl ketones having two contiguous stereocenters: quaternary carbon adjacent to secondary amine carbon center.
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