Rhodium-Catalyzed [2 + 1] Annulation of Alkynyl Acylsilanes with Diazoacetates: Access to Tetrasubstituted Epoxides

Guang Hui Li; Xue Di Zhao; Shengchao Yang; Lijia Wang; Lu Liu

doi:10.1021/acs.orglett.6c01615

Rhodium-Catalyzed [2 + 1] Annulation of Alkynyl Acylsilanes with Diazoacetates: Access to Tetrasubstituted Epoxides

Guang Hui Li
, Xue Di Zhao
, Shengchao Yang^*
, Lijia Wang^*
, Lu Liu^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

East China Normal University
Shihezi University

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

Abstract

A mild and practical Rh₂(OAc)₄-catalyzed [2 + 1] annulation of alkynyl acylsilanes with aryl diazoacetates has been developed, affording a wide range of functionalized tetrasubstituted epoxides in high yields. This method features broad substrate scope, excellent functional group compatibility, and gram-scale scalability. The synthetic utility of the resulting epoxides is also demonstrated by diverse chemical transformations.

Original language	English
Pages (from-to)	7185-7190
Number of pages	6
Journal	Organic Letters
Volume	28
Issue number	23
DOIs	https://doi.org/10.1021/acs.orglett.6c01615
State	Published - 12 Jun 2026

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abstract = "A mild and practical Rh2(OAc)4-catalyzed [2 + 1] annulation of alkynyl acylsilanes with aryl diazoacetates has been developed, affording a wide range of functionalized tetrasubstituted epoxides in high yields. This method features broad substrate scope, excellent functional group compatibility, and gram-scale scalability. The synthetic utility of the resulting epoxides is also demonstrated by diverse chemical transformations.",

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T2 - Access to Tetrasubstituted Epoxides

AU - Li, Guang Hui

AU - Zhao, Xue Di

AU - Yang, Shengchao

AU - Wang, Lijia

AU - Liu, Lu

PY - 2026/6/12

Y1 - 2026/6/12

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AB - A mild and practical Rh2(OAc)4-catalyzed [2 + 1] annulation of alkynyl acylsilanes with aryl diazoacetates has been developed, affording a wide range of functionalized tetrasubstituted epoxides in high yields. This method features broad substrate scope, excellent functional group compatibility, and gram-scale scalability. The synthetic utility of the resulting epoxides is also demonstrated by diverse chemical transformations.

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DO - 10.1021/acs.orglett.6c01615

M3 - 快报

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SN - 1523-7060

VL - 28

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JO - Organic Letters

JF - Organic Letters

IS - 23

ER -

Rhodium-Catalyzed [2 + 1] Annulation of Alkynyl Acylsilanes with Diazoacetates: Access to Tetrasubstituted Epoxides

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