Selective C-2 opening of 2,3-epoxyesters with HN3-amine system: A viable route to β-hydroxy-α-amino acids

Seiki Saito; Nobuyosi Takahashi; Teruhiko Ishikawa; Toshio Moriwake

doi:10.1016/S0040-4039(00)74855-6

Selective C-2 opening of 2,3-epoxyesters with HN₃-amine system: A viable route to β-hydroxy-α-amino acids

Seiki Saito, Nobuyosi Takahashi, Teruhiko Ishikawa, Toshio Moriwake

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

46 Citations (Scopus)

Abstract

The combination of hydrogen azide with amines has proven to effect the C-2 opening of 2,3-epoxyester with high regioselectivity uniformly for trans-epoxyesters and depending on their structures for cis-2,3-epoxyesters.

Original language	English
Pages (from-to)	667-670
Number of pages	4
Journal	Tetrahedron Letters
Volume	32
Issue number	5
DOIs	https://doi.org/10.1016/S0040-4039(00)74855-6
Publication status	Published - Jan 28 1991

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(00)74855-6

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title = "Selective C-2 opening of 2,3-epoxyesters with HN3-amine system: A viable route to β-hydroxy-α-amino acids",

abstract = "The combination of hydrogen azide with amines has proven to effect the C-2 opening of 2,3-epoxyester with high regioselectivity uniformly for trans-epoxyesters and depending on their structures for cis-2,3-epoxyesters.",

author = "Seiki Saito and Nobuyosi Takahashi and Teruhiko Ishikawa and Toshio Moriwake",

note = "Funding Information: Acknowledgment: We thank to “Okayama Foundation of Science and Technology” for the financial support and to “The SC-NMR Laboratory of Okayama University” for 500 MHz NMR experiments.",

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T2 - A viable route to β-hydroxy-α-amino acids

AU - Saito, Seiki

AU - Takahashi, Nobuyosi

AU - Ishikawa, Teruhiko

AU - Moriwake, Toshio

N1 - Funding Information: Acknowledgment: We thank to “Okayama Foundation of Science and Technology” for the financial support and to “The SC-NMR Laboratory of Okayama University” for 500 MHz NMR experiments.

PY - 1991/1/28

Y1 - 1991/1/28

N2 - The combination of hydrogen azide with amines has proven to effect the C-2 opening of 2,3-epoxyester with high regioselectivity uniformly for trans-epoxyesters and depending on their structures for cis-2,3-epoxyesters.

AB - The combination of hydrogen azide with amines has proven to effect the C-2 opening of 2,3-epoxyester with high regioselectivity uniformly for trans-epoxyesters and depending on their structures for cis-2,3-epoxyesters.

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Selective C-2 opening of 2,3-epoxyesters with HN₃-amine system: A viable route to β-hydroxy-α-amino acids

Abstract

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