Journal of Organic Chemistry p. 7225 - 7237 (2020)
Update date:2022-08-28
Topics:
Ding, Liyuan
Huang, Yinhua
Lu, Xiunan
Shen, Wenzhou
Xu, Liangyao
Yu, Feifei
Zhang, Jian
Zhong, Guofu
Zhong, Liangjun
A practical and atom-economic protocol for the stereoselective preparation of various 1,4-and 1,3-diene skeletons through iridium-catalyzed directed olefinic C-H allylation and alkenylation of NH-Ts acrylamides in water was developed. This reaction tolerated a wide scope of substrates under simple reaction conditions and enabled successful gram-scale preparation. Furthermore, an asymmetric variant of this reaction giving enantioenriched 1,4-dienes was achieved employing a chiral diene-iridium complex as the catalyst.
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