Synthesis of Methyl 2-((4R)-3-Acryloyl-4-phenyloxazolidin-2-yl)acetates

The chiral oxazolidine moiety is an important core in asymmetric synthesis due to its ability to participate in various stereoselective chemical reactions and because it forms part of more complex and important active compounds. Therefore, in this letter we report a convenient diastereoselective and practical strategy for the synthesis of chiral methyl 2-((4R)-3-acryloyl-4-phenyloxazolidin-2-yl)acetates, starting from (R)-(–)-2-phenylglycinol and methyl propiolate, which were obtained via two simple chemical and stereoselective reactions.

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Publication Details

Journal
Molbank
Published
2024-10-23
DOI
https://doi.org/10.3390/m1903
Primary Topic
Chemical Synthesis and Analysis
Type
article
Field-Weighted Citation Impact
0.00

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article

Synthesis of Methyl 2-((4R)-3-Acryloyl-4-phenyloxazolidin-2-yl)acetates

Emanuel Hernández‐Núñez, María L. Orea, Joel L. Terán, Hugo Pilotzi-Xahuentitla et al.
Molbank
Chemical Synthesis and Analysis
article

Synthesis of Methyl 2-((4R)-3-Acryloyl-4-phenyloxazolidin-2-yl)acetates

Emanuel Hernández‐Núñez, María L. Orea, Joel L. Terán, Hugo Pilotzi-Xahuentitla, Dino Hernán Gnecco Medina, Jesús Guadalupe Ortega Montes
article en

Abstract

The chiral oxazolidine moiety is an important core in asymmetric synthesis due to its ability to participate in various stereoselective chemical reactions and because it forms part of more complex and important active compounds. Therefore, in this letter we report a convenient diastereoselective and practical strategy for the synthesis of chiral methyl 2-((4R)-3-acryloyl-4-phenyloxazolidin-2-yl)acetates, starting from (R)-(–)-2-phenylglycinol and methyl propiolate, which were obtained via two simple chemical and stereoselective reactions.

MolbankVol. 2024(4)
Instituto Tecnológico Superior de Calkiní, Benemérita Universidad Autónoma de Puebla (MX)
Benemérita Universidad Autónoma de Puebla
Openalex Percentile: Top 83%
Chemical Synthesis and Analysis
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Synthesis of Methyl 2-((4R)-3-Acryloyl-4-phenyloxazolidin-2-yl)acetates — Emanuel Hernández‐Núñez, María L. Orea, et al. · Molbank (2024) | TGRS Research Map | TGRS