Copper‐Catalyzed Formation of α‐Alkoxycycloalkenones from  N ‐Tosylhydrazones | Zendy

Su Naijing | Zendy; Theorell Juliana A. | Zendy; Wink Donald J. | Zendy; Driver Tom G. | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Premium

Copper‐Catalyzed Formation of α‐Alkoxycycloalkenones from N ‐Tosylhydrazones

Author(s) -

Su Naijing,

Theorell Juliana A.,

Wink Donald J.,

Driver Tom G.

Publication year - 2015

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201505993

Subject(s) - copper , chemistry , cycloaddition , carbenoid , catalysis , iodide , lithium (medication) , lewis acids and bases , alkyl , alkoxy group , medicinal chemistry , organic chemistry , rhodium , medicine , endocrinology

The combination of 20 mol % of copper iodide and lithium tert ‐butoxide triggers the formation of a broad range of substituted, functionalized α‐alkoxy 2 H ‐naphthalenones from readily available N ‐tosylhydrazones. The data suggests that this transformation occurs through cycloaddition of a copper carbenoid with an ester, followed by a Lewis acid‐catalyzed [1,2] alkyl shift of the in situ generated alkoxyepoxide intermediate.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research