Enantioselective Synthesis of β??Amino Acids, Part 13

VM Gutierrez??Garcia, G Reyes??Rangel…

文献索引：Gutierrez-Garcia, Victor Manuel; Reyes-Rangel, Gloria; Munoz-Muniz, Omar; Juaristi, Eusebio Helvetica Chimica Acta, 2002 , vol. 85, # 12 p. 4189 - 4199

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被引用次数: 21

摘要

Abstract Inexpensive acryloyl chloride was converted in 91% overall yield to two derivatives of β-alanine,(R, R, R)-6 and (R, R, S)-6, containing two chiral auxiliaries. C-Alkylation of (R, R, R)-and (R, R, S)-6via a dianion derivative, was performed by direct metallation with 2.2 equiv. of lithium hexamethyldisilazane (LHMDS) in THF at− 78. C-Alkylation of (R, R, S)-6-Li 2 ('matched'pair of chiral auxiliaries) afforded the mono-alkylated products 8–11 in 29–96 ...