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

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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

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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 ~ 99% diastereoselectivity.",

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

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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.

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

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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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