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Radical Addition-Enabled C-C σ-Bond Cleavage/Reconstruction to Access Functional Indanones: Total Synthesis of Carexane L.

Cong ShiRuihua LiuZemin WangXiaowei LiHongyun QinLeifeng YuanWenlong ShanWenli ZhuangXiangqian LiDa-Yong Shi
Published in: Organic letters (2024)
C-C σ-bond cleavage and reconstruction is a significant tool for structural modification in synthetic chemistry but it remains a formidable challenge to perform on unstrained skeletons. Herein, we describe a radical addition-enabled C-C σ-bond cleavage/reconstruction reaction of unstrained allyl ketones to access various functional indanones bearing a benzylic quaternary center. The synthetic utility of this method has been showcased by the first total synthesis of carexane L, an indanone-based natural product.
Keyphrases
  • dna binding
  • transition metal
  • electron transfer