4.8 Article

Highly Stereoselective Synthesis of Tetrasubstituted Vinyl Selenides via Rhodium-Catalyzed [1,4]-Acyl Migration of Selenoesters and Diazo Compounds

Journal

ORGANIC LETTERS
Volume 24, Issue 11, Pages 2175-2180

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c00477

Keywords

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Funding

  1. National Natural Science Foundation of China [21971066, 22171088]
  2. STCSM [18JC1412300]

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In this paper, a highly stereoselective Rh(II)-catalyzed 1,4-acyl rearrangement of selenium esters and alpha-diazo carbonyl compounds is disclosed, which provides an efficient method for synthesizing tetrasubstituted vinyl selenides. Furthermore, this reaction also offers a synthetic tool for medium and large ring compounds.
Herein, we disclose a highly stereoselective Rh(II)-catalyzed 1,4-acyl rearrangement of selenium esters and alpha-diazo carbonyl compounds, which provides an efficient method for synthesizing tetrasubstituted vinyl selenides. Furthermore, this reaction also offers a synthetic tool for medium and large ring compounds.

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