4.4 Article

Reactivity of dearomatised furans synthesised via the decarboxylative Claisen rearrangement

期刊

TETRAHEDRON LETTERS
卷 50, 期 26, 页码 3503-3508

出版社

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2009.03.091

关键词

Claisen rearrangement; Microwave-assisted synthesis; Heteroaromatic; Polysubstituted furan; Aldol

资金

  1. EPSRC [EP/F015356]
  2. Engineering and Physical Sciences Research Council [EP/F015356/1] Funding Source: researchfish
  3. EPSRC [EP/F015356/1] Funding Source: UKRI

向作者/读者索取更多资源

The decarboxylative Claisen rearrangement (dCr) reaction of 1-(furan-2-yl)ethyl 2-tosylacetate afforded 2-ethylidene-3-(tosylmethyl)-2,3-dihydrofuran. Reaction of the dearomatised heterocycle with a variety of electrophiles gave addition products With excellent syn-diastereoselectivity. The furanol adducts were then utilised as functionalised scaffolds for a series of subsequent transformations. (C) 2009 Elsevier Ltd. All rights reserved.

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