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author:

Huang, H. (Huang, H..) [1] | Xu, L. (Xu, L..) [2] | Zhang, C. (Zhang, C..) [3] | Cheng, C. (Cheng, C..) [4] | Chai, Z. (Chai, Z..) [5] | Yan, H. (Yan, H..) [6] (Scholars:晏宏) | Chen, F.-E. (Chen, F.-E..) [7]

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Abstract:

The present Letter demonstrates a photoswitched stereodivergent synthesis of allylic sulfones from sodium sulfinates, triphenylvinylphosphonium chloride, and (hetero)aromatic aldehydes in a single step. Mechanistically, cis-allylic sulfones, generated from the unstabilized ylide intermediates and aldehydes in situ, could be finally converted to trans-allylic sulfones via photochemical isomerization in the presence of a catalytic amount of bis(2-thienyl) ketone. © 2024 American Chemical Society.

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  • [ 1 ] [Huang H.]College of Chemistry, Fuzhou University, Fuzhou, 350108, China
  • [ 2 ] [Huang H.]Qingyuan Innovation Laboratory, Quanzhou, 362801, China
  • [ 3 ] [Xu L.]College of Chemistry, Fuzhou University, Fuzhou, 350108, China
  • [ 4 ] [Xu L.]Qingyuan Innovation Laboratory, Quanzhou, 362801, China
  • [ 5 ] [Zhang C.]College of Chemistry, Fuzhou University, Fuzhou, 350108, China
  • [ 6 ] [Zhang C.]Qingyuan Innovation Laboratory, Quanzhou, 362801, China
  • [ 7 ] [Cheng C.]College of Chemistry, Fuzhou University, Fuzhou, 350108, China
  • [ 8 ] [Cheng C.]Qingyuan Innovation Laboratory, Quanzhou, 362801, China
  • [ 9 ] [Chai Z.]College of Chemistry, Fuzhou University, Fuzhou, 350108, China
  • [ 10 ] [Yan H.]College of Chemistry, Fuzhou University, Fuzhou, 350108, China
  • [ 11 ] [Yan H.]Qingyuan Innovation Laboratory, Quanzhou, 362801, China
  • [ 12 ] [Yan H.]State Key Laboratory of Physical Chemistry of Solid Surfaces, Xiamen University, Xiamen, 361005, China
  • [ 13 ] [Chen F.-E.]College of Chemistry, Fuzhou University, Fuzhou, 350108, China
  • [ 14 ] [Chen F.-E.]Qingyuan Innovation Laboratory, Quanzhou, 362801, China
  • [ 15 ] [Chen F.-E.]Engineering Center of Catalysis and Synthesis for Chiral Molecules, Department of Chemistry, Fudan University, Shanghai, 200433, China

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Source :

Organic Letters

ISSN: 1523-7060

Year: 2024

Issue: 23

Volume: 26

Page: 4916-4920

4 . 9 0 0

JCR@2023

CAS Journal Grade:1

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ESI Highly Cited Papers on the List: 0 Unfold All

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30 Days PV: 0

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