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February 19, 2026Organic Chemistry Frontiers0 citations

Diastereoselective Synthesis of Dioxaadamantane Skeletons from Coumarin-Fused Bridged Ketones via Triple Grignard Addition and Hydroalkoxylation Sequence

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HYHaoran YangJLJiawei LiuCYChangmeng Yang

Key Points

  • The aim is to develop an efficient synthetic method for dioxaadamantane skeletons using a specific chemical process.
  • Utilized a diastereoselective synthesis approach
  • Employed triple Grignard addition
  • Implemented a hydroalkoxylation sequence
  • Started from coumarin-fused bridged ketones
  • Successfully synthesized highly functionalized dioxaadamantanes
  • Achieved high diastereoselectivity in the synthesis process
  • Demonstrated the utility of the synthesis in producing frameworks found in pharmaceuticals

Abstract

Highly functionalized adamantanes and heteroadamantanes are present as privileged structures in pharmaceuticals and are are also prevalent in bioactive natural products. However, efficient synthetic methods for these frameworks remain underdeveloped....

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Cite This Study

Yang et al. (2026) studied this question.

synapsesocial.com/papers/6996a869ecb39a600b3ef1fehttps://doi.org/10.1039/d5qo01594d
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  3. 3Photoinitiated Reactions of Homoadamantane‐4,5‐Dione2026
  4. 4Synthesis and optical resolution of 4,5-diaminohomoadamantane: a promising scaffold for chiral ligands and bioactive compounds2026
  5. 5Synthesis of 3-Substituted 1-dichloromethyladamantanes2025