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- W2043014760 abstract "(1R)-(+)-2,10- and (1S)-(−)-2,10-camphorsultam were acylated with ethyl 2-phenylthiazoline 4-carboxylate to afford (+)- and (−)-2-phenylthiazolinylcamphorsultam, which were stereoselectively alkylated with MeI in the presence of n-BuLi. Alkylation of these phenylthiazolinylcamphorsultams occurred from the β-face rather than α-face, resulting in the formation of (S)-α-methylcysteine from (1R)-(+)-2,10-camphorsultam and (R)-α-methylcysteine from (1S)-(−)-2,10-camphorsultam after acidic hydrolysis. Subsequent protection of the side chain thiol group with trityl alcohol and α-amine function with Fmoc-OSu furnished fully protected (S)- and (R)-N-Fmoc-S-trityl-α-methylcysteine in overall 20% yield." @default.
- W2043014760 created "2016-06-24" @default.
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- W2043014760 date "2004-05-29" @default.
- W2043014760 modified "2023-10-18" @default.
- W2043014760 title "Efficient Asymmetric Synthesis of (<i>S</i>)- and (<i>R</i>)-<i>N</i>-Fmoc-<i>S</i>-Trityl-α-methylcysteine Using Camphorsultam as a Chiral Auxiliary" @default.
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- W2043014760 doi "https://doi.org/10.1021/jo049622j" @default.
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