Exploration of the Mitsunobu reaction with Tosyl- and Boc-hydrazones as nucleophilic agents |
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| Authors: | Keith John M Gomez Leslie |
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| Affiliation: | Johnson & Johnson Pharmaceutical Research & Development, L.L.C., 3210 Merryfield Row, San Diego, CA 92121, USA. jkeith@prdus.jnj.com |
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| Abstract: | Tosyl- and Boc-hydrazones were found to be effective nucleophiles in the Mitsunobu reaction. Tosyl hydrazones reacted cleanly with primary and secondary alcohols when co-administered to a cooled DBAD/PPh3 or DEAD/PPh3 complex. Boc-hydrazones required electron-withdrawing substituents to participate in the reaction. |
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