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Letter

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

Bruce H. Lipshutz,* David W. Chung, Brian Rich, and Ricardo Corral

Department of Chemistry and Biochemistry, University of California, Santa Barbara, California 93106

Org. Lett., 2006, 8 (22), pp 5069–5072

DOI: 10.1021/ol0618757

Publication Date (Web): September 29, 2006

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, lipshutz@chem.ucsb.edu

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.

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Published In Issue October 26, 2006
Received July 28, 2006

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Letter

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

Abstract

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Recommend & Share

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Organocatalytic Mitsunobu Reactions

Mechanism of the triphenylphosphine and diethyl azodicarboxylate induced dehydration reactions (Mitsunobu reaction). The central role of pentavalent phosphorus intermediates

Mechanistic Study of the Mitsunobu Reaction

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