Direct use of 1,3-dienes for the allylation of ketones via catalytic hydroindation

Itaru Suzuki; Kensuke Yagi; Shinji Miyamoto; Ikuya Shibata

doi:10.1039/d0ra00853b

Direct use of 1,3-dienes for the allylation of ketones via catalytic hydroindation

RSC Adv. 2020 Feb 6;10(10):6030-6034. doi: 10.1039/d0ra00853b. eCollection 2020 Feb 4.

Authors

Itaru Suzuki¹, Kensuke Yagi², Shinji Miyamoto¹, Ikuya Shibata¹

Affiliations

¹ Research Center for Environmental Preservation, Osaka University 2-4 Yamadaoka Suita Osaka 565-0871 Japan shibata@epc.osaka-u.ac.jp.
² Division of Applied Chemistry, Graduate School of Engineering, Osaka University 2-1, Yamadaoka Suita Osaka 565-0871 Japan.

Abstract

In this study, in situ catalytically generated allylic indium from 1,3 dienes and InCl₂H was developed for use in the allylation of ketones. This protocol resulted in the unprecedented establishment of a successive combining of quaternary C-C bonds, which could then be applied to many types of ketones. Other branched 1,3 dienes and vinyl cyclopropanes, could also be coupled with ketones in a reaction where CuH would not be applicable.