Selective approach toward multifunctionalized lactams by lewis acid promoted PhSe group transfer radical cyclization
We have developed a regiospecific and highly stereoselective strategy for constructing the five-/six-membered monocyclic and bicyclic nitrogen heterocycle skeletons using PhSe group transfer radical cyclization of α-phenylseleno amido esters promoted by a Lewis acid (e.g., Yb(OTf)3) under UV irradiation. We obtained 5-/6-exo-trig mode cyclization products for the N-allyl/homoallyl substrates, whereas the enamide substrate gave 5-endo-trig ring closure.
Yu, Jin-Di,Ding, Wei,Lian, Gao-Yan,Song, Ke-Sheng,Zhang, Dan-Wei,Gao, Xiang,Yang, Dan
supporting information; experimental part
p. 3232 - 3239
(2010/08/19)
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