Enantioselective Synthesis of Acyclic α‐Quaternary Carboxylic Acid Derivatives through Iridium‐Catalyzed Allylic Alkylation | Zendy

Shockley Samantha E. | Zendy; Hethcox J. Caleb | Zendy; Stoltz Brian M. | Zendy

Premium

Enantioselective Synthesis of Acyclic α‐Quaternary Carboxylic Acid Derivatives through Iridium‐Catalyzed Allylic Alkylation

Author(s) -

Shockley Samantha E.,

Hethcox J. Caleb,

Stoltz Brian M.

Publication year - 2017

Publication title -

angewandte chemie

Language(s) - English

Resource type - Journals

eISSN - 1521-3757

pISSN - 0044-8249

DOI - 10.1002/ange.201707015

Subject(s) - stereocenter , enantioselective synthesis , tsuji–trost reaction , alkylation , chemistry , iridium , allylic rearrangement , catalysis , reagent , carboxylic acid , organic chemistry , cyanide , combinatorial chemistry

The first highly enantioselective iridium‐catalyzed allylic alkylation that provides access to products bearing an allylic all‐carbon quaternary stereogenic center has been developed. The reaction utilizes a masked acyl cyanide (MAC) reagent, which enables the one‐pot preparation of α‐quaternary carboxylic acids, esters, and amides with a high degree of enantioselectivity. The utility of these products is further explored through a series of diverse product transformations.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research