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Updated: May 22, 2026

Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
Published on: September 8, 2013
Ir-Catalyzed Asymmetric Allylic Substitution of Hydrazine Derivatives
Justin Y Su1, Rodrigo Villanueva1, Michael A Ischay1
1Department of Process Chemistry, Gilead Sciences, 333 Lakeside Drive, Foster City, California 94404, United States.
Abstract:
For the synthesis of chiral hydrazine-containing intermediate 2a, enantioselective allylic substitution using N-aminophthalimide was evaluated. A method was developed that enabled the desired transformation to be performed in an enantioselective and regioselective manner. The substrate scope with respect to hydrazine derivatives and different allylic carbonates was evaluated. A telescoped sequence for phthalimide deprotection and pyrazole synthesis without the need to isolate the deprotected hydrazine intermediate was also demonstrated.
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