On January 31, 2019, Bolek, Sylwia; Ignatowska, Jolanta published an article.Reference of Benzyl 2-(((benzyloxy)carbonyl)amino)acrylate The title of the article was Ring opening reactions of cyclic sulfamidates. Synthesis of β-fluoroaryl alanines and derivatives of 4,4-difluoroglutamic acid. And the article contained the following:
Ring opening reactions of (I) (R1 = Boc, Cbz, Fmoc, trityl, R2 = Et; R1 = Cbz, R2 = Bn; Boc = tert-butoxycarbonyl, Cbz = benzyloxycarbonyl, Fmoc = 9-fluorenylmethoxycarbony, Trityl = CPh3) with copper complex formed between Cu, TMEDA and BrCF2CO2Et lead to optically active 4,4-difluoroglutamic acid derivatives (II) (R1 and R2 as above) in moderate yields. Reaction of cyclic sulfamidates I with fluoro substituted arylmagnesium chlorides proceed via copper catalyzed 1,4-addition of Grignard reagent to dehydroalanine (III), formed in situ. Fluorinated organozinc derivatives were unreactive towards I regardless of the reaction conditions; instead product of reaction of I with DMF was isolated. The experimental process involved the reaction of Benzyl 2-(((benzyloxy)carbonyl)amino)acrylate(cas: 59524-07-1).Reference of Benzyl 2-(((benzyloxy)carbonyl)amino)acrylate
The Article related to fluoroaryl alanine synthesis, difluoroglutamic acid synthesis, cyclic sulfamidate ring opening reaction mechanism copper complex catalyst, addition grignard reagent dehydroalanine copper catalyst and other aspects.Reference of Benzyl 2-(((benzyloxy)carbonyl)amino)acrylate
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