Peng, Lei; Li, Kai; Xie, Chuandong; Li, Shan; Xu, Da; Qin, Wenling; Yan, Hailong published an article in 2019, the title of the article was Organocatalytic Asymmetric Annulation of ortho-Alkynylanilines: Synthesis of Axially Chiral Naphthyl-C2-indoles.SDS of cas: 98946-18-0 And the article contains the following content:
A chiral Bronsted base catalyzed asym. annulation of ortho-alkynylanilines was developed to accessed axially chiral naphthyl-C2-indoles via vinylidene ortho-quinone methide intermediates. This strategy provided a unique organocatalytic atroposelective route to axially chiral aryl-C2-indole skeletons with excellent enantioselectivity and functional-group tolerance. This transformation was applicable to decagram-scale preparation (50.0g) with perfect enantioselectivity through simple recrystallization Moreover, the utility of this reaction was demonstrated by a variety of transformations towards chiral naphthyl-C2-indoles for a series of carbon-heteroatom bond formations. Furthermore, the prepared axially chiral naphthyl-C2-indoles were applied as a chiral skeleton for organocatalytic aza-Baylis-Hillman reaction and asym. formal [4+2] tandem cyclization to give the corresponding adducts in high yields with improved enantioselectivity and diastereoselectivity. The experimental process involved the reaction of tert-Butyl trichloroacetimidate(cas: 98946-18-0).SDS of cas: 98946-18-0
The Article related to anilinoethynyl naphthol cinchon alkaloid catalyst enantioselective heterocyclization, hydroxynaphthyl indole preparation, asymmetric catalysis, atroposelectivity, axially chirality, indoles, organocatalysis and other aspects.SDS of cas: 98946-18-0
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