Exploration of the Mitsunobu Reaction with Tosyl- and Boc-Hydrazones as Nucleophilic Agents

Related Content

• Simplification of the Mitsunobu Reaction. Di-p-chlorobenzyl Azodicarboxylate:  A New AzodicarboxylateOrganic Letters

  • Simplification of the Mitsunobu Reaction. Di-p-chlorobenzyl Azodicarboxylate:  A New Azodicarboxylate

    Bruce H. Lipshutz, David W. Chung, Brian Rich, and Ricardo Corral
    Organic Letters 2006 8 (22), pp 5069–5072

    Abstract: Di-p-chlorobenzyl azodicarboxylate (DCAD) is introduced as a novel, stable, solid alternative to DEAD and DIAD for a variety of Mitsunobu couplings. DCAD/Ph₃P-mediated reactions in CH₂Cl₂ generate a readily separable hydrazine byproduct.

    Abstract | Full Text HTML | Hi-Res PDF
• Organocatalytic Mitsunobu ReactionsJournal of the American Chemical Society

  • Organocatalytic Mitsunobu Reactions

    Tracy Yuen Sze But and Patrick H. Toy
    Journal of the American Chemical Society 2006 128 (30), pp 9636–9637

    Abstract: A catalytic Mitsunobu reaction system is described in which the azo reagent is used as an organocatalyst and iodosobenzene diacetate is used as the stoichiometric oxidant. In this system, iodosobenzene diacetate oxidizes the formed hydrazine byproduct to ...

    Abstract | Full Text HTML | Hi-Res PDF
• Mechanistic Study of the Mitsunobu ReactionThe Journal of Organic Chemistry

  • Mechanistic Study of the Mitsunobu Reaction

    Chuljin Ahn, Reuben Correia, and Philip DeShong
    The Journal of Organic Chemistry 2002 67 (6), pp 1751–1753

    Abstract: The Mitsunobu reaction occurs typically with inversion of configuration in secondary alcohol derivatives. In this paper, a mechanistic explanation for lactonizations of hindered alcohols under Mitsunobu conditions with retention is proposed. This involves ...

    Abstract | Full Text HTML | Hi-Res PDF

Other ACS content by these authors:

• John M. Keith
• Leslie Gomez