ε-Amino acids based on bicyclic skeleton: bicyclo[3.3.0]octane-5-amino-1-carboxylic acids

Sung Jin Yeo; Kyung Seok Jeong; Hogyu Han; Jaheon Kim; Nakcheol Jeong

doi:10.1016/j.tetlet.2006.07.137

ε-Amino acids based on bicyclic skeleton: bicyclo[3.3.0]octane-5-amino-1-carboxylic acids

Sung Jin Yeo, Kyung Seok Jeong, Hogyu Han, Jaheon Kim, Nakcheol Jeong

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

8 Citations (Scopus)

Abstract

Tsc-protected ε-amino acids, bicyclo[3.3.0]octane-5-amino-1-carboxylic acids (1), ready to use in the solid-phase synthesis, are prepared from 4,4-diethylcarboxylic bicyclo[3.3.0]oct-2-enone (3), which is available in bulk from 2 through the catalytic Pauson-Khand reaction.

Original language	English
Pages (from-to)	7389-7393
Number of pages	5
Journal	Tetrahedron Letters
Volume	47
Issue number	41
DOIs	https://doi.org/10.1016/j.tetlet.2006.07.137
Publication status	Published - 2006 Oct 9

Keywords

Bicyclic amino acid
Pauson-Khand reaction
Solid phase synthesis
Tsc amine-protecting group
Unnatural amino acid
ε-Amino acid

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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@article{0c846605ef934f3a855eaf4d5326b6ce,

title = "ε-Amino acids based on bicyclic skeleton: bicyclo[3.3.0]octane-5-amino-1-carboxylic acids",

abstract = "Tsc-protected ε-amino acids, bicyclo[3.3.0]octane-5-amino-1-carboxylic acids (1), ready to use in the solid-phase synthesis, are prepared from 4,4-diethylcarboxylic bicyclo[3.3.0]oct-2-enone (3), which is available in bulk from 2 through the catalytic Pauson-Khand reaction.",

keywords = "Bicyclic amino acid, Pauson-Khand reaction, Solid phase synthesis, Tsc amine-protecting group, Unnatural amino acid, ε-Amino acid",

author = "Yeo, {Sung Jin} and Jeong, {Kyung Seok} and Hogyu Han and Jaheon Kim and Nakcheol Jeong",

note = "Funding Information: This work was financially supported by the Basic Research Program (R02-2002-000-00128-0) and CMDS from KOSEF to N.J. and the Korea Research Foundation Grant (KRF-2003-015-C00377) CRM to H.H. S.J.Y. and K.S.J. are grateful to the BK21 program for the fellowship. ",

year = "2006",

month = oct,

day = "9",

doi = "10.1016/j.tetlet.2006.07.137",

language = "English",

volume = "47",

pages = "7389--7393",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "41",

}

TY - JOUR

T1 - ε-Amino acids based on bicyclic skeleton

T2 - bicyclo[3.3.0]octane-5-amino-1-carboxylic acids

AU - Yeo, Sung Jin

AU - Jeong, Kyung Seok

AU - Han, Hogyu

AU - Kim, Jaheon

AU - Jeong, Nakcheol

N1 - Funding Information: This work was financially supported by the Basic Research Program (R02-2002-000-00128-0) and CMDS from KOSEF to N.J. and the Korea Research Foundation Grant (KRF-2003-015-C00377) CRM to H.H. S.J.Y. and K.S.J. are grateful to the BK21 program for the fellowship.

PY - 2006/10/9

Y1 - 2006/10/9

N2 - Tsc-protected ε-amino acids, bicyclo[3.3.0]octane-5-amino-1-carboxylic acids (1), ready to use in the solid-phase synthesis, are prepared from 4,4-diethylcarboxylic bicyclo[3.3.0]oct-2-enone (3), which is available in bulk from 2 through the catalytic Pauson-Khand reaction.

AB - Tsc-protected ε-amino acids, bicyclo[3.3.0]octane-5-amino-1-carboxylic acids (1), ready to use in the solid-phase synthesis, are prepared from 4,4-diethylcarboxylic bicyclo[3.3.0]oct-2-enone (3), which is available in bulk from 2 through the catalytic Pauson-Khand reaction.

KW - Bicyclic amino acid

KW - Pauson-Khand reaction

KW - Solid phase synthesis

KW - Tsc amine-protecting group

KW - Unnatural amino acid

KW - ε-Amino acid

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DO - 10.1016/j.tetlet.2006.07.137

M3 - Article

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VL - 47

SP - 7389

EP - 7393

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 41

ER -