Practical synthesis of α-amino acids using cis-aminoindanol derived hippuric acid amide as a glycine enolate equivalent

Jaemoon Lee; Woo Baeg Choi; Joseph E. Lynch; R. P. Volante; P. J. Reider

doi:10.1016/S0040-4039(98)00636-4

Practical synthesis of α-amino acids using cis-aminoindanol derived hippuric acid amide as a glycine enolate equivalent

Jaemoon Lee
, Woo Baeg Choi
, Joseph E. Lynch
, R. P. Volante
, P. J. Reider

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

21 Scopus citations

Abstract

The use of cis-aminoindanol as a chiral auxiliary for asymmetric synthesis of α-amino acids is described. Alkylation of the chirally modified glycine enolate 2 with a number of alkyl halides in the presence of lithium chloride gave the corresponding alkylated product in 90 ~ 99% diastereoselectivity.

Original language	English (US)
Pages (from-to)	3679-3682
Number of pages	4
Journal	Tetrahedron Letters
Volume	39
Issue number	22
DOIs	https://doi.org/10.1016/S0040-4039(98)00636-4
State	Published - May 28 1998
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(98)00636-4

Cite this

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title = "Practical synthesis of α-amino acids using cis-aminoindanol derived hippuric acid amide as a glycine enolate equivalent",

abstract = "The use of cis-aminoindanol as a chiral auxiliary for asymmetric synthesis of α-amino acids is described. Alkylation of the chirally modified glycine enolate 2 with a number of alkyl halides in the presence of lithium chloride gave the corresponding alkylated product in 90 \textasciitilde{} 99\% diastereoselectivity.",

author = "Jaemoon Lee and Choi, \{Woo Baeg\} and Lynch, \{Joseph E.\} and Volante, \{R. P.\} and Reider, \{P. J.\}",

year = "1998",

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doi = "10.1016/S0040-4039(98)00636-4",

language = "English (US)",

volume = "39",

pages = "3679--3682",

journal = "Tetrahedron Letters",

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T1 - Practical synthesis of α-amino acids using cis-aminoindanol derived hippuric acid amide as a glycine enolate equivalent

AU - Lee, Jaemoon

AU - Choi, Woo Baeg

AU - Lynch, Joseph E.

AU - Volante, R. P.

AU - Reider, P. J.

PY - 1998/5/28

Y1 - 1998/5/28

N2 - The use of cis-aminoindanol as a chiral auxiliary for asymmetric synthesis of α-amino acids is described. Alkylation of the chirally modified glycine enolate 2 with a number of alkyl halides in the presence of lithium chloride gave the corresponding alkylated product in 90 ~ 99% diastereoselectivity.

AB - The use of cis-aminoindanol as a chiral auxiliary for asymmetric synthesis of α-amino acids is described. Alkylation of the chirally modified glycine enolate 2 with a number of alkyl halides in the presence of lithium chloride gave the corresponding alkylated product in 90 ~ 99% diastereoselectivity.

UR - https://www.scopus.com/pages/publications/0032575206

UR - https://www.scopus.com/pages/publications/0032575206#tab=citedBy

U2 - 10.1016/S0040-4039(98)00636-4

DO - 10.1016/S0040-4039(98)00636-4

M3 - Article

AN - SCOPUS:0032575206

SN - 0040-4039

VL - 39

SP - 3679

EP - 3682

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 22

ER -

Practical synthesis of α-amino acids using cis-aminoindanol derived hippuric acid amide as a glycine enolate equivalent

Abstract

All Science Journal Classification (ASJC) codes

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