Organic Letters 2006-10-26

Simplification of the Mitsunobu reaction. Di-p-chlorobenzyl azodicarboxylate: a new azodicarboxylate.

Bruce H Lipshutz, David W Chung, Brian Rich, Ricardo Corral

Index: Org. Lett. 8 , 5069, (2006)

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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/Ph(3)P-mediated reactions in CH(2)Cl(2) generate a readily separable hydrazine byproduct. [reaction: see text]