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Synthesis 2017; 49(10): 2205-2214
DOI: 10.1055/s-0036-1588716
DOI: 10.1055/s-0036-1588716
paper
Amine-Catalyzed Three-Component Cascade Reaction between Alcohols or Thiols, Activated Alkenes, and Enones: A Simple and Chemoselective Synthesis of Densely Functionalized Compounds
Further Information
Publication History
Received: 24 December 2016
Accepted after revision: 23 January 2017
Publication Date:
21 February 2017 (online)
Abstract
A highly chemoselective three-component cascade reaction among alcohols or thiols, electron-deficient alkenes, and α,β-unsaturated ketones takes place under the catalysis of triethylamine, providing densely functionalized chain products in 44–99% yields. The transformation presumably proceeds through a sequential cascade of hetero-Michael/Michael reactions.
Supporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0036-1588716.
- Supporting Information
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For selected recent reviews, see
DBU is generally regarded as a hindered and non-nucleophilic base, although there are a few reports contesting this viewpoint: