A tandem metathesis-hydrogenation route to dicarba analogues of cystine-containing cyclic peptides

Amanda N. Whelan; Jomana Elaridi; Michael Harte; Suzanne V. Smith; W. Roy Jackson; Andrea J. Robinson

doi:10.1016/j.tetlet.2004.10.165

A tandem metathesis-hydrogenation route to dicarba analogues of cystine-containing cyclic peptides

Amanda N. Whelan
, Jomana Elaridi
, Michael Harte
, Suzanne V. Smith
, W. Roy Jackson
, Andrea J. Robinson

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

23 Citations (Scopus)

Abstract

Dicarba analogues of cystine-bridged cyclic peptides are readily prepared via a tandem homogeneous metal-catalysed metathesis-hydrogenation sequence under mild experimental conditions. Dicarba cyclic peptide analogues of the cyclic peptide octreotide have been synthesised in good yields using a single pot, on resin, tandem homogeneous metal-catalysed metathesis-hydrogenation sequence.

Original language	English
Pages (from-to)	9545-9547
Number of pages	3
Journal	Tetrahedron Letters
Volume	45
Issue number	52
DOIs	https://doi.org/10.1016/j.tetlet.2004.10.165
Publication status	Published or Issued - 20 Dec 2004
Externally published	Yes

Keywords

Hydrogenation
Metathesis
Octreotide
Tandem reactions

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2004.10.165

Cite this

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title = "A tandem metathesis-hydrogenation route to dicarba analogues of cystine-containing cyclic peptides",

abstract = "Dicarba analogues of cystine-bridged cyclic peptides are readily prepared via a tandem homogeneous metal-catalysed metathesis-hydrogenation sequence under mild experimental conditions. Dicarba cyclic peptide analogues of the cyclic peptide octreotide have been synthesised in good yields using a single pot, on resin, tandem homogeneous metal-catalysed metathesis-hydrogenation sequence.",

keywords = "Hydrogenation, Metathesis, Octreotide, Tandem reactions",

author = "Whelan, \{Amanda N.\} and Jomana Elaridi and Michael Harte and Smith, \{Suzanne V.\} and Jackson, \{W. Roy\} and Robinson, \{Andrea J.\}",

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doi = "10.1016/j.tetlet.2004.10.165",

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T1 - A tandem metathesis-hydrogenation route to dicarba analogues of cystine-containing cyclic peptides

AU - Whelan, Amanda N.

AU - Elaridi, Jomana

AU - Harte, Michael

AU - Smith, Suzanne V.

AU - Jackson, W. Roy

AU - Robinson, Andrea J.

PY - 2004/12/20

Y1 - 2004/12/20

N2 - Dicarba analogues of cystine-bridged cyclic peptides are readily prepared via a tandem homogeneous metal-catalysed metathesis-hydrogenation sequence under mild experimental conditions. Dicarba cyclic peptide analogues of the cyclic peptide octreotide have been synthesised in good yields using a single pot, on resin, tandem homogeneous metal-catalysed metathesis-hydrogenation sequence.

AB - Dicarba analogues of cystine-bridged cyclic peptides are readily prepared via a tandem homogeneous metal-catalysed metathesis-hydrogenation sequence under mild experimental conditions. Dicarba cyclic peptide analogues of the cyclic peptide octreotide have been synthesised in good yields using a single pot, on resin, tandem homogeneous metal-catalysed metathesis-hydrogenation sequence.

KW - Hydrogenation

KW - Metathesis

KW - Octreotide

KW - Tandem reactions

UR - https://www.scopus.com/pages/publications/9644266915

U2 - 10.1016/j.tetlet.2004.10.165

DO - 10.1016/j.tetlet.2004.10.165

M3 - Article

AN - SCOPUS:9644266915

SN - 0040-4039

VL - 45

SP - 9545

EP - 9547

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 52

ER -

A tandem metathesis-hydrogenation route to dicarba analogues of cystine-containing cyclic peptides

Abstract

Keywords

ASJC Scopus subject areas

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