4.4 Article

Studies on the ring-opening of bicyclic cyclopropanes activated by a carbonyl group

Journal

TETRAHEDRON LETTERS
Volume 54, Issue 14, Pages 1798-1801

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2013.01.053

Keywords

Cyclopropane; Friedel-Crafts; Lewis acid; Selectivity; Mechanism

Funding

  1. National University of Singapore [143-000-509-112]
  2. NUS Research Scholarship

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Studies on the Friedel-Crafts reaction between carbonyl bicyclic cyclopropane and electronic-rich aromatic systems were conducted. Lewis acid and iminium cationic activation methods were examined. It was found that the cyclopropane ring-opening was highly dependent on the nature of the counter nucleophile as well as the activation method. (C) 2013 Elsevier Ltd. All rights reserved.

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