Copper-Catalyzed, Stereoselective Cross-Coupling of Cyclic Allyl Boronic Acids with α-Diazoketones | Zendy

Dong Wang | Zendy; Kálmán J. Szabó | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Open Access

Copper-Catalyzed, Stereoselective Cross-Coupling of Cyclic Allyl Boronic Acids with α-Diazoketones

Author(s) -

Dong Wang,

Kálmán J. Szabó

Publication year - 2017

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/acs.orglett.7b00433

Subject(s) - transmetalation , chemistry , stereoselectivity , substrate (aquarium) , catalysis , copper , carbene , coupling (piping) , combinatorial chemistry , stereochemistry , organic chemistry , mechanical engineering , oceanography , engineering , geology

In this study, we present the synthesis of new, stereodefined allylboronic acids employed to investigate the stereochemistry of the Cu-catalyzed cross-coupling of allylboronic acids with α-diazoketones. According to our results, this reaction proceeds with retention of the relative configuration of the allylboronic acid substrate. We suggest that the stereoinduction step involves a syn S E 2'-type transmetalation of the allylboronic acid substrate with a Cu-carbene species.

The content you want is available to Zendy users.

Already have an account? Click here to sign in.

Having issues? You can contact us here

Accelerating Research