11族金属化合物を触媒として用いる新しい有機合成反応

  • 伊藤 肇
    岡崎国立共同研究機構分子科学研究所分子物質開発研究センター
  • 細見 彰
    筑波大学化学系・大学院化学研究科

書誌事項

タイトル別名
  • New Synthetic Reactions Using Group 11 Metal Compounds as a Catalyst.
  • 11ゾク キンゾク カゴウブツ オ ショクバイ ト シテ モチイル アタラシイ ユウキ ゴウセイ ハンノウ
公開日
2000
DOI
  • 10.5059/yukigoseikyokaishi.58.274
  • 10.1002/chin.200035280
公開者
公益社団法人 有機合成化学協会

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説明

This article presents several synthetic reactions by using a catalyst containing group 11 metals. We recently found an unprecedented reaction between an alkynylsilane and CuCl to produce the corresponding alkynylcopper (I) in DMI (1, 3-dimethy1-2-imidazolidinone). This transformation was applied to the synthesis of alkynyl ketones catalyzed by CuCl. A new and convenient procedure for the stereo- and chemoselective reduction of carbonyl compounds by use of a complex of copper (I) hydride generated from a hydrosilane and a copper (I) salt is described. A new method for the synthesis of enol esters (O-acylated products) from silyl enol ethers by use of a copper (I) salt is also described. An unprecedented cleavage reaction of the silicon-silicon bond in a disilane with a Cu (I) salt and its new 1, 4-addition reaction toward α, β-unsaturated carbonyl compounds in the presence of a catalytic amount of a Cu (I) salt is reported. Thus under these conditions, organosilyl-, hydrido-, alkynyl-, aryl- and heteroarylsilanes were smoothly converted to the corresponding organocopper reagents. Similarly, Au (I) complexes efficiently catalyze the dehydrogenative dimerization of trialkylstannanes and hydrosilylation of aldehydes. The present method provides new synthetic tools.

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