4.7 Review

Recent synthetic studies towards natural products via [5+2] cycloaddition reactions

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 5, Issue 7, Pages 1217-1228

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c7qo01123g

Keywords

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Funding

  1. Natural Science Foundation of China [21522204, 21672095, 21472081]
  2. Guangdong Science and Technology Department [2016A050503011]
  3. Shenzhen Science and Technology Innovation Committee [JCYJ20170412152454807, JSGG20160301103446375, KQTD2015071710315717]

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[5 + 2] Cycloaddition reactions have attracted increasing attention from the chemistry community owing to their utility in the field of natural product synthesis. Recently, a number of natural products with complex skeletons have been obtained with the use of [5 + 2] cycloaddition reactions. The effectiveness of these transformations can be attributed to the constant development of new methodologies and their ingenious applications in synthetic design. [5 + 2] Cycloaddition reactions are frequently followed by other operations, such as cyclocondensation and rearrangement reactions. A newly developed type II intramolecular [5 + 2] cycloaddition offers efficient and straightforward synthesis of many highly functionalized and synthetically challenging bridged cycloheptane bicyclic skeletons. This progress has expanded the scope of target synthetic structures achievable by [5 + 2] cycloadditions and enhanced the usefulness of these reactions in natural product synthesis. In this review, we provide a summary of recent progress regarding synthetic studies towards natural products via [5 + 2] cycloaddition reactions.

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