Highly functionalized organolithium reagents for enantiomerically pure alpha-amino acid synthesis

M N  Kenworthy; J P  Kilburn; R J K  Taylor

doi:10.1021/ol0360039

Highly functionalized organolithium reagents for enantiomerically pure alpha-amino acid synthesis

M N Kenworthy, J P Kilburn, R J K Taylor

Chemistry

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

Abstract

Highly functionalized L-serine-derived organolithium reagents have been generated and reacted with a variety of electrophiles, delivering novel enantiomerically pure adducts. These adducts were then converted into homochiral amino alcohols and novel nonproteinogenic alpha-amino acids, including an aspartic acid mimic that has been synthesized in an enantiomerically pure form for the first time.

Original language	English
Pages (from-to)	19-22
Number of pages	4
Journal	Organic Letters
Volume	6
Issue number	1
DOIs	https://doi.org/10.1021/ol0360039
Publication status	Published - 8 Jan 2004

Keywords

ASPARTIC-ACID
STEREOSELECTIVE-SYNTHESIS
BETA
HYDROBORATION
SERINE
CONFIGURATION
PEPTIDES
ANALOG

Access to Document

10.1021/ol0360039

Cite this

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abstract = "Highly functionalized L-serine-derived organolithium reagents have been generated and reacted with a variety of electrophiles, delivering novel enantiomerically pure adducts. These adducts were then converted into homochiral amino alcohols and novel nonproteinogenic alpha-amino acids, including an aspartic acid mimic that has been synthesized in an enantiomerically pure form for the first time.",

keywords = "ASPARTIC-ACID, STEREOSELECTIVE-SYNTHESIS, BETA, HYDROBORATION, SERINE, CONFIGURATION, PEPTIDES, ANALOG",

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AU - Kilburn, J P

AU - Taylor, R J K

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KW - ASPARTIC-ACID

KW - STEREOSELECTIVE-SYNTHESIS

KW - BETA

KW - HYDROBORATION

KW - SERINE

KW - CONFIGURATION

KW - PEPTIDES

KW - ANALOG

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DO - 10.1021/ol0360039

M3 - Article

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