Enantioselective Steglich Rearrangement of Oxindole Derivatives by Easily Accessible Chiral N,N-4-(Dimethylamino)pyridine Derivatives

Enantioselective Steglich Rearrangement of Oxindole Derivatives by Easily Accessible Chiral N,N-4-(Dimethylamino)pyridine Derivatives
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DOI:
10.1021/acs.orglett.5b02089
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发表时间:
2015-09-18
期刊:
影响因子:
5.2
通讯作者:
Suga, Seiji
Suga, Seiji
中科院分区:
化学1区
文献类型:
--
作者:
Mandai, Hiroki;Fujiwara, Takuma;Suga, Seiji

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手性N,N-4-(二甲氨基)吡啶(DMAP)衍生物可以通过Ugi多组分反应在一锅中制备,并有效地应用于氧吲哚衍生物的对映选择性Steglich重排,以高收率(约98%)和高对映选择性(高达99:1 er)得到含季碳中心的产物。
Chiral N,N-4-(dimethylamino)pyridine (DMAP) derivatives, which can be readily prepared by the Ugi multicomponent reaction in a one-pot manner, have been efficiently applied to the enantioselective Steglich rearrangement of oxindole derivatives to give the desired products bearing a quaternary carbon center in high yield (>98% yield) and with high enantioselectivity (up to 99:1 er).