N-carbamylamino alcohols as the precursors of oxazolidinones via nitrosation-deamination reaction

Masumi Suzuki, Takahiro Yamazaki, Hiromichi Ohta, Kyoko Shima, Katsuhide Ohi, Shigeru Nishiyama, Takeshi Sugai

研究成果: Article査読

28 被引用数 (Scopus)

抄録

Oxazolidinones were effectively prepared from N-carbamylamino alcohols by treatment with nitrous acid, via N-nitroso compound as the intermediate. A new route to (R)-4-benzyloxazolidinone was developed starting from DL- phenylalanine, utilizing D-hydantoinase-catalyzed enantioselective hydrolysis of 5-benzylhydantoin under the dynamic kinetic resolution conditions, and the subsequent reduction to the precursor for the above-mentioned cyclization reaction, by taking advantage of the intermediates bearing an N-carbamylamino functionality.

本文言語English
ページ(範囲)189-192
ページ数4
ジャーナルSynlett
2
DOI
出版ステータスPublished - 2000 1月 1

ASJC Scopus subject areas

  • 有機化学

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