Issue 47, 2021
From the journal:

Organic & Biomolecular Chemistry

Cinnamoyl amide type chiral P,olefin ligands for Pd-catalyzed reactions†

Takashi Mino, ORCID logo *abc   Yohei Fujisawa,‡a   Shizuki Yoshida,‡a   Mitsuru Hirama,‡a   Takumu Akiyama,‡a   Ryo Saito,‡a   Yasushi Yoshida, ORCID logo abc   Yoshio Kasashimad  and  Masami Sakamoto ORCID logo ab  

* Corresponding authors

a Graduate School of Engineering, Chiba University, 1-33, Yayoi-cho, Inage-ku, Chiba 263-8522, Japan
E-mail: tmino@faculty.chiba-u.jp

b Molecular Chirality Research Center, Chiba University, 1-33, Yayoi-cho, Inage-ku, Chiba 263-8522, Japan

c Soft Molecular Activation Research Center, Chiba University, 1-33, Yayoi-cho, Inage-ku, Chiba 263-8522, Japan

d Education Center, Chiba Institute of Technology, Shibazono 2-2-1, Narashino, Chiba 275-0023, Japan

Abstract

We synthesized cinnamoyl amide type chiral P,olefin ligand (S)-4. We successfully obtained separable diastereomers of 4d and demonstrated Pd-catalyzed asymmetric allylic substitution reactions of indoles using (S,aS)-4d as a chiral ligand with high enantioselectivities (up to 98% ee).

Graphical abstract: Cinnamoyl amide type chiral P,olefin ligands for Pd-catalyzed reactions

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Article information

DOI
https://doi.org/10.1039/D1OB02086B
Article type
Paper
Submitted
25 Oct 2021
Accepted
12 Nov 2021
First published
15 Nov 2021

Org. Biomol. Chem., 2021,19, 10385-10389

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Cinnamoyl amide type chiral P,olefin ligands for Pd-catalyzed reactions

T. Mino, Y. Fujisawa, S. Yoshida, M. Hirama, T. Akiyama, R. Saito, Y. Yoshida, Y. Kasashima and M. Sakamoto, Org. Biomol. Chem., 2021, 19, 10385 DOI: 10.1039/D1OB02086B

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