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Ring-opening metathesis phase-trafficking (ROMpt) synthesis: multistep synthesis on soluble ROM supports
Andrew M Harned1, Shubhasish Mukherjee, Daniel L Flynn
1Department of Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, KS 66045-7582, USA.
Organic Letters
|January 3, 2003
Abstract:
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. [reaction--see text]