Anionic Inverse Electron-Demand 1,3-Dipolar Cycloaddition of Nitrones with Ynolates. Facile Stereoselective Synthesis of 5-Isoxazolidinones Leading to β-Amino Acids

Mitsuru Shindo; Kotaro Itoh; Chinatsu Tsuchiya; Kozo Shishido

doi:10.1021/ol0264455

Anionic Inverse Electron-Demand 1,3-Dipolar Cycloaddition of Nitrones with Ynolates. Facile Stereoselective Synthesis of 5-Isoxazolidinones Leading to β-Amino Acids

Mitsuru Shindo, Kotaro Itoh, Chinatsu Tsuchiya, Kozo Shishido

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

42 Citations (Scopus)

Abstract

(Equation Presented) The inverse electron-demand 1,3-dipolar cycloaddition of nitrones with ynolates, followed by quenching with t-BuOH, produced substituted 5-isoxazolidinones with good trans-selectivity. These products were easily converted into β-amino acids.

Original language	English
Pages (from-to)	3119-3121
Number of pages	3
Journal	Organic Letters
Volume	4
Issue number	18
DOIs	https://doi.org/10.1021/ol0264455
Publication status	Published - Sept 5 2002
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol0264455

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title = "Anionic Inverse Electron-Demand 1,3-Dipolar Cycloaddition of Nitrones with Ynolates. Facile Stereoselective Synthesis of 5-Isoxazolidinones Leading to β-Amino Acids",

abstract = "(Equation Presented) The inverse electron-demand 1,3-dipolar cycloaddition of nitrones with ynolates, followed by quenching with t-BuOH, produced substituted 5-isoxazolidinones with good trans-selectivity. These products were easily converted into β-amino acids.",

author = "Mitsuru Shindo and Kotaro Itoh and Chinatsu Tsuchiya and Kozo Shishido",

year = "2002",

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doi = "10.1021/ol0264455",

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issn = "1523-7060",

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T1 - Anionic Inverse Electron-Demand 1,3-Dipolar Cycloaddition of Nitrones with Ynolates. Facile Stereoselective Synthesis of 5-Isoxazolidinones Leading to β-Amino Acids

AU - Shindo, Mitsuru

AU - Itoh, Kotaro

AU - Tsuchiya, Chinatsu

AU - Shishido, Kozo

PY - 2002/9/5

Y1 - 2002/9/5

N2 - (Equation Presented) The inverse electron-demand 1,3-dipolar cycloaddition of nitrones with ynolates, followed by quenching with t-BuOH, produced substituted 5-isoxazolidinones with good trans-selectivity. These products were easily converted into β-amino acids.

AB - (Equation Presented) The inverse electron-demand 1,3-dipolar cycloaddition of nitrones with ynolates, followed by quenching with t-BuOH, produced substituted 5-isoxazolidinones with good trans-selectivity. These products were easily converted into β-amino acids.

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JO - Organic Letters

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ER -

Anionic Inverse Electron-Demand 1,3-Dipolar Cycloaddition of Nitrones with Ynolates. Facile Stereoselective Synthesis of 5-Isoxazolidinones Leading to β-Amino Acids

Abstract

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