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

Xun Shen Liu; Mingjia Li; Kexin Dong; Shaoting Peng; Lu Liu

doi:10.1021/acs.orglett.2c00477

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

Xun Shen Liu
, Mingjia Li
, Kexin Dong
, Shaoting Peng
, Lu Liu^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

East China Normal University

Research output: Contribution to journal › Article › peer-review

24 Scopus citations

Abstract

Herein, we disclose a highly stereoselective Rh(II)-catalyzed 1,4-Acyl rearrangement of selenium esters and α-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.

Original language	English
Pages (from-to)	2175-2180
Number of pages	6
Journal	Organic Letters
Volume	24
Issue number	11
DOIs	https://doi.org/10.1021/acs.orglett.2c00477
State	Published - 25 Mar 2022

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

abstract = "Herein, we disclose a highly stereoselective Rh(II)-catalyzed 1,4-Acyl rearrangement of selenium esters and α-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.",

author = "Liu, \{Xun Shen\} and Mingjia Li and Kexin Dong and Shaoting Peng and Lu Liu",

year = "2022",

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doi = "10.1021/acs.orglett.2c00477",

language = "英语",

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journal = "Organic Letters",

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T1 - Highly Stereoselective Synthesis of Tetrasubstituted Vinyl Selenides via Rhodium-Catalyzed [1,4]-Acyl Migration of Selenoesters and Diazo Compounds

AU - Liu, Xun Shen

AU - Li, Mingjia

AU - Dong, Kexin

AU - Peng, Shaoting

AU - Liu, Lu

PY - 2022/3/25

Y1 - 2022/3/25

N2 - Herein, we disclose a highly stereoselective Rh(II)-catalyzed 1,4-Acyl rearrangement of selenium esters and α-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.

AB - Herein, we disclose a highly stereoselective Rh(II)-catalyzed 1,4-Acyl rearrangement of selenium esters and α-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.

UR - https://www.scopus.com/pages/publications/85127420062

U2 - 10.1021/acs.orglett.2c00477

DO - 10.1021/acs.orglett.2c00477

M3 - 文章

C2 - 35285649

AN - SCOPUS:85127420062

SN - 1523-7060

VL - 24

SP - 2175

EP - 2180

JO - Organic Letters

JF - Organic Letters

IS - 11

ER -

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

Abstract

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