Diastereoselective reduction of α-aminoketones: Synthesis of <i>anti</i>- and <i>syn</i>-β-aminoalcohols

書誌事項

公開日
2004-02-01
権利情報
  • http://www.nrcresearchpress.com/page/about/CorporateTextAndDataMining
DOI
  • 10.1139/v03-165
公開者
Canadian Science Publishing

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説明

<jats:p> Reduction of N-t-BOC-protected-N-alkyl α-aminoketones with LiEt<jats:sub>3</jats:sub>BH or Li(s-Bu)<jats:sub>3</jats:sub>BH furnishes protected syn-β-aminoalcohols with high selectivities. In contrast, removal of the BOC group followed by reduction of the aminoketone gives anti-β-aminoalcohols with variable selectivities. With aromatic ketones, selectivities are typically high while aliphatic ketones show mediocre to high selectivities depending on steric considerations.Key words: β-aminoalcohol, diastereoselective reduction. </jats:p>

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