One-pot selective homodimerization/hydrogenation strategy for sequential dicarba bridge formation

James Burnley; William Roy Jackson; Andrea Jane Robinson

doi:10.1021/acs.joc.5b01312

One-pot selective homodimerization/hydrogenation strategy for sequential dicarba bridge formation

James Burnley, William Roy Jackson, Andrea Jane Robinson

School of Chemistry

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

12 Citations (Scopus)

Abstract

The installation of interlocked dicarba bridges into peptide sequences requires the development of a regioselective and chemoselective methodology. This manuscript describes a one-pot, chemoselective synthesis of three 2,7-diaminosuberic acid derivatives from an alkyne, a cobalt-carbonyl protected alkyne, and an alkene using metathesis and homogeneous hydrogenation catalysis

Original language	English
Pages (from-to)	9057-9063
Number of pages	7
Journal	The Journal of Organic Chemistry
Volume	80
Issue number	18
DOIs	https://doi.org/10.1021/acs.joc.5b01312
Publication status	Published - 2015

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10.1021/acs.joc.5b01312

New metal catalysed tandem routes to nitrogen containing compounds
Robinson, A. (Primary Chief Investigator (PCI)) & Jackson, R. (Chief Investigator (CI))
ARC - Australian Research Council
3/01/12 → 6/01/15
Project: Research

Cite this

@article{c332241124744218b646c4090d56dac4,

title = "One-pot selective homodimerization/hydrogenation strategy for sequential dicarba bridge formation",

abstract = "The installation of interlocked dicarba bridges into peptide sequences requires the development of a regioselective and chemoselective methodology. This manuscript describes a one-pot, chemoselective synthesis of three 2,7-diaminosuberic acid derivatives from an alkyne, a cobalt-carbonyl protected alkyne, and an alkene using metathesis and homogeneous hydrogenation catalysis",

author = "James Burnley and Jackson, {William Roy} and Robinson, {Andrea Jane}",

year = "2015",

doi = "10.1021/acs.joc.5b01312",

language = "English",

volume = "80",

pages = "9057--9063",

journal = "The Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "18",

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TY - JOUR

T1 - One-pot selective homodimerization/hydrogenation strategy for sequential dicarba bridge formation

AU - Burnley, James

AU - Jackson, William Roy

AU - Robinson, Andrea Jane

PY - 2015

Y1 - 2015

N2 - The installation of interlocked dicarba bridges into peptide sequences requires the development of a regioselective and chemoselective methodology. This manuscript describes a one-pot, chemoselective synthesis of three 2,7-diaminosuberic acid derivatives from an alkyne, a cobalt-carbonyl protected alkyne, and an alkene using metathesis and homogeneous hydrogenation catalysis

AB - The installation of interlocked dicarba bridges into peptide sequences requires the development of a regioselective and chemoselective methodology. This manuscript describes a one-pot, chemoselective synthesis of three 2,7-diaminosuberic acid derivatives from an alkyne, a cobalt-carbonyl protected alkyne, and an alkene using metathesis and homogeneous hydrogenation catalysis

U2 - 10.1021/acs.joc.5b01312

DO - 10.1021/acs.joc.5b01312

M3 - Article

SN - 0022-3263

VL - 80

SP - 9057

EP - 9063

JO - The Journal of Organic Chemistry

JF - The Journal of Organic Chemistry

IS - 18

ER -

One-pot selective homodimerization/hydrogenation strategy for sequential dicarba bridge formation

Abstract

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Projects

New metal catalysed tandem routes to nitrogen containing compounds

Cite this