Synthesis 2014; 46(14): 1901-1907
DOI: 10.1055/s-0033-1339111
special topic
© Georg Thieme Verlag Stuttgart · New York

Nickel-Catalyzed Reductive Allylation of Ketones with Allylic Carbonates

Chenglong Zhao
a   Department of Chemistry, Shanghai University, 99 Shang-Da Road, Shanghai 200444, P. R. of China   Fax: +86(21)66132410   Email: wdeng@shu.edu.cn   Email: Hegui_gong@shu.edu.cn
,
Zhuozhen Tan
a   Department of Chemistry, Shanghai University, 99 Shang-Da Road, Shanghai 200444, P. R. of China   Fax: +86(21)66132410   Email: wdeng@shu.edu.cn   Email: Hegui_gong@shu.edu.cn
,
Zhuye Liang
b   College of Chemistry and Molecular Engineering, Zhengzhou University, 100 Science Road, Zhengzhou 450001, P. R. of China
,
Wei Deng*
a   Department of Chemistry, Shanghai University, 99 Shang-Da Road, Shanghai 200444, P. R. of China   Fax: +86(21)66132410   Email: wdeng@shu.edu.cn   Email: Hegui_gong@shu.edu.cn
,
Hegui Gong*
a   Department of Chemistry, Shanghai University, 99 Shang-Da Road, Shanghai 200444, P. R. of China   Fax: +86(21)66132410   Email: wdeng@shu.edu.cn   Email: Hegui_gong@shu.edu.cn
› Author Affiliations
Further Information

Publication History

Received: 12 March 2014

Accepted after revision: 13 April 2014

Publication Date:
28 May 2014 (online)


Abstract

Nickel-catalyzed efficient umpolung allylation of ketones with allylic carbonates in the presence of zinc powder is developed, which accommodates a variety of allylic and ketone substrates. Although chiral ligand is necessary for the transformation, no enantioselectivity was observed.

Supporting Information