Ring opening reactions of cyclic sulfamidates. Synthesis of β-fluoroaryl alanines and derivatives of 4,4-difluoroglutamic acid
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Add time:07/14/2019 Source:sciencedirect.com
Ring opening reactions of 1 with copper complex formed between Cu, TMEDA and BrCF2CO2Et lead to optically active 4,4-difluoroglutamic acid derivatives 11a-d in moderate yields. Reaction of cyclic sulfamidates 1 with fluoro substituted arylmagnesium chlorides proceed via copper catalyzed 1,4-addition of Grignard reagent to dehydroalanine 2, formed in situ. Fluorinated organoznic derivatives were unreactive towards 1 regardless of the reaction conditions; instead product of reaction of 1 with DMF was isolated.
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