混合溶媒を用いる水素化ホウ素ナトリウムおよび水素化ホウ素リチウムによる官能基選択的還元

DOI DOI Web Site 被引用文献2件 オープンアクセス

書誌事項

タイトル別名
  • Chemoselective reductions with sodium borohydride and lithium borohydride in mixed solvents.
  • コンゴウ ヨウバイ オ モチイル スイソカ ホウソ ナトリウム オヨビ スイソ
公開日
1987
DOI
  • 10.5059/yukigoseikyokaishi.45.1148
  • 10.1002/chin.198824373
公開者
公益社団法人 有機合成化学協会

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説明

Chemoselective reductions with sodium borohydride and lithium borohydride were examined in mixed solvents containing methanol. Ester, lactone, epoxide, diaryl disulfide, azide, and carboxylic anhydride were reduced chemoselectively in the presence of other reducible groups with sodium borohydride in refluxing t -butyl alcohol or tetrahydrofuran with dropwise addition of methanol. Chemoselectivity of these reductions were better than that of lithium aluminum hydride. On the other hand, ester, lactone, and epoxide were reduced rapidly and chemoselectively with lithium borohydride in mixed solvent containing methanol. Primary amides were reduced chemoselectively in the presence of secondary amide and metal carboxylate with lithium borohydride in MeOH-diglyme. This chemoselectivity is unprecedented.

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