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Capture-ROMP-release: application to the synthesis of amines and alkyl hydrazines |
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| Authors: | Shubhasish MukherjeeKevin W.C Poon Daniel L Flynn Paul R Hanson |
| Affiliation: | a Department of Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, KS 66045-7582, USA b Neogenesis Pharmaceuticals, Inc., 840 Memorial Drive, Cambridge, MA 02139, USA |
| Abstract: | Application of a capture-ROMP-release strategy for the chromatography-free purification of Mitsunobu reaction products is described. Norbornenyl-tagged reagents are utilized for standard solution phase Mitsunobu chemistry. Post-reaction phase-switching is accomplished via in situ ring-opening metathesis polymerization (ROMP) followed by precipitation of the polymer with methanol. Release of the product from the polymer affords amines and alkyl hydrazine derivatives with good yields and purities. |
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