Construction of optically pure tryptophans from serine derived aziridine-2-carboxylates

Kazuo Sato; Alan P. Kozikowski

doi:10.1016/S0040-4039(00)99325-0

Construction of optically pure tryptophans from serine derived aziridine-2-carboxylates

Kazuo Sato, Alan P. Kozikowski

School of Medicine

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

129 Scopus citations

Abstract

The possibility of preparing optically pure tryptophan derivatives from various substituted indoles and (2R)- or (2S)-2-aziridinecarboxylates has been examined. Zinc triflate was found to be the only Lewis acid capable of bringing about this reaction in moderate yields.

Original language	English (US)
Pages (from-to)	4073-4076
Number of pages	4
Journal	Tetrahedron Letters
Volume	30
Issue number	31
DOIs	https://doi.org/10.1016/S0040-4039(00)99325-0
State	Published - 1989

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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title = "Construction of optically pure tryptophans from serine derived aziridine-2-carboxylates",

abstract = "The possibility of preparing optically pure tryptophan derivatives from various substituted indoles and (2R)- or (2S)-2-aziridinecarboxylates has been examined. Zinc triflate was found to be the only Lewis acid capable of bringing about this reaction in moderate yields.",

author = "Kazuo Sato and Kozikowski, {Alan P.}",

year = "1989",

doi = "10.1016/S0040-4039(00)99325-0",

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T1 - Construction of optically pure tryptophans from serine derived aziridine-2-carboxylates

AU - Sato, Kazuo

AU - Kozikowski, Alan P.

PY - 1989

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N2 - The possibility of preparing optically pure tryptophan derivatives from various substituted indoles and (2R)- or (2S)-2-aziridinecarboxylates has been examined. Zinc triflate was found to be the only Lewis acid capable of bringing about this reaction in moderate yields.

AB - The possibility of preparing optically pure tryptophan derivatives from various substituted indoles and (2R)- or (2S)-2-aziridinecarboxylates has been examined. Zinc triflate was found to be the only Lewis acid capable of bringing about this reaction in moderate yields.

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U2 - 10.1016/S0040-4039(00)99325-0

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M3 - Article

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 31

ER -

Construction of optically pure tryptophans from serine derived aziridine-2-carboxylates

Abstract

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