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一锅法连续反应通过再催化的 Meyer-Schuster 重排反应合成共轭烯酮。

One-pot consecutive reactions based on the synthesis of conjugated enones by the re-catalysed Meyer-Schuster rearrangement.

机构信息

Dipartimento di Chimica, Università di Pavia, Via Taramelli 12, 27100 Pavia, Italy.

出版信息

Chemistry. 2012 Sep 17;18(38):11894-8. doi: 10.1002/chem.201201639. Epub 2012 Aug 14.

Abstract

Re catalysis in one-pot reactions: An atom-economical, one-pot strategy that involves alkyne deprotonation and a subsequent rhenium(V)-catalysed Meyer-Schuster rearrangement of the alkynol to provide α,ß-unsaturated enones in high yield has been developed (see scheme). Subsequent in situ hydride reduction or Diels-Alder reaction of the enones provided products in good-to-high overall yields.

摘要

一锅法中的再催化

一种原子经济性的一锅法策略,涉及炔烃的去质子化以及随后的铼(V)催化的炔醇的Meyer-Schuster 重排,以高产率提供α,β-不饱和烯酮(见方案)。随后的烯酮的原位氢化物还原或 Diels-Alder 反应以良好至高的总收率提供产物。

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