Ring-Opening Metathesis Phase-Trafficking (ROMpt) Synthesis:  Multistep Synthesis on Soluble ROM Supports

The use of ring-opening metathesis (ROM) oligomers as soluble supports for a multistep reaction sequence is described. A Mitsunobu reaction followed by an in situ ROMP-mediated phase-trafficking purification is utilized to generate soluble ROM oligomers that are isolated via precipitation with metha...

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Bibliographic Details
Published in:Organic letters 2003-01, Vol.5 (1), p.15-18
Main Authors: Harned, Andrew M., Mukherjee, Shubhasish, Flynn, Daniel L., Hanson, Paul R.
Format: Article
Language:English
Subjects:
Chemical Precipitation
Chemistry, Organic - methods
Molecular Structure
Polymers - chemistry
Solubility
Solvents - chemistry
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Summary:The use of ring-opening metathesis (ROM) oligomers as soluble supports for a multistep reaction sequence is described. A Mitsunobu reaction followed by an in situ ROMP-mediated phase-trafficking purification is utilized to generate soluble ROM oligomers that are isolated via precipitation with methanol. Once formed, the ROM oligomers serve as soluble supports for further solution-phase reactions, including a ring-closing metathesis. After each step, the support-bound products are isolated by precipitation with a suitable solvent.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0270327