Synthetic applications of 1-aminoalkyl chloromethyl ketones. Synthesis of enantiopure 3-azetidinols and aminoalkyl epoxides

José Barluenga; Beatriz Baragaña; José M. Concellón

doi:10.1021/jo9700585

Synthetic applications of 1-aminoalkyl chloromethyl ketones. Synthesis of enantiopure 3-azetidinols and aminoalkyl epoxides

José Barluenga, Beatriz Baragaña, José M. Concellón

Biological Chemistry and Drug Discovery

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

25 Citations (Scopus)

Abstract

Addition of several organocerium compounds to chiral 1-aminoalkyl chloromethyl ketones 1 affords, after deprotection, enantiomerically pure 3- azetidinols 5. The synthesis of enantiopure amino epoxides 8 is also described by successive treatment of chiral α-amino ketones 1 with organocerium compounds and methyllithium.

Original language	English
Pages (from-to)	5974-5977
Number of pages	4
Journal	Journal of Organic Chemistry
Volume	62
Issue number	17
DOIs	https://doi.org/10.1021/jo9700585
Publication status	Published - 22 Aug 1997

ASJC Scopus subject areas

Organic Chemistry

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10.1021/jo9700585

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title = "Synthetic applications of 1-aminoalkyl chloromethyl ketones. Synthesis of enantiopure 3-azetidinols and aminoalkyl epoxides",

abstract = "Addition of several organocerium compounds to chiral 1-aminoalkyl chloromethyl ketones 1 affords, after deprotection, enantiomerically pure 3- azetidinols 5. The synthesis of enantiopure amino epoxides 8 is also described by successive treatment of chiral α-amino ketones 1 with organocerium compounds and methyllithium.",

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year = "1997",

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T1 - Synthetic applications of 1-aminoalkyl chloromethyl ketones. Synthesis of enantiopure 3-azetidinols and aminoalkyl epoxides

AU - Barluenga, José

AU - Baragaña, Beatriz

AU - Concellón, José M.

PY - 1997/8/22

Y1 - 1997/8/22

N2 - Addition of several organocerium compounds to chiral 1-aminoalkyl chloromethyl ketones 1 affords, after deprotection, enantiomerically pure 3- azetidinols 5. The synthesis of enantiopure amino epoxides 8 is also described by successive treatment of chiral α-amino ketones 1 with organocerium compounds and methyllithium.

AB - Addition of several organocerium compounds to chiral 1-aminoalkyl chloromethyl ketones 1 affords, after deprotection, enantiomerically pure 3- azetidinols 5. The synthesis of enantiopure amino epoxides 8 is also described by successive treatment of chiral α-amino ketones 1 with organocerium compounds and methyllithium.

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U2 - 10.1021/jo9700585

DO - 10.1021/jo9700585

M3 - Article

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JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 17

ER -

Synthetic applications of 1-aminoalkyl chloromethyl ketones. Synthesis of enantiopure 3-azetidinols and aminoalkyl epoxides

Abstract

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